Mobocertinib (TAK788) - Moligand™, ≥97% , Inhibitor of epidermal growth factor receptor, CAS No.1847461-43-1, Inhibitor of epidermal growth factor receptor

CAS: 1847461-43-1 Cat. No.: M413646 Fórmula: C₃₂H₃₉N₇O₄ Peso molecular: 585.7 Número CE: 859-166-5

GRADE & PURITY Moligand™, ≥97%

Synonyms

Isopropyl 2-(5-acrylamido-4-((2-(dimethylamino)ethyl)(methyl)amino)-2-methoxyphenylamino)-4-(1-methyl-1H-indol-3-yl)pyrimidine-5-carboxylate | s6813 | XYC46143 | MFCD32669806 | NCGC00016493-02 | propan-2-yl 2-[4-[2-(dimethylamino)ethyl-methylamino]-2-meth

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Visão geral

Information

Mobocertinib (TAK788, AP32788), an investigational TKI, is a potent, selective preclinical inhibitor ofepidermal growth factor receptor (EGFR)andHER2mutations. Mobocertinib (TAK788) is an antineoplastic agent.

Targets

EGFR ; HER2

Specifications

Sinónimos

Isopropyl 2-(5-acrylamido-4-((2-(dimethylamino)ethyl)(methyl)amino)-2-methoxyphenylamino)-4-(1-methyl-1H-indol-3-yl)pyrimidine-5-carboxylate | s6813 | XYC46143 | MFCD32669806 | NCGC00016493-02 | propan-2-yl 2-[4-[2-(dimethylamino)ethyl-methylamino]-2-meth

Especificações e pureza

Moligand™, ≥97%

Mecanismos bioquímicos e fisiológicos

Mobocertinib (TAK788, AP32788), an investigational TKI, is a potent, selective preclinical inhibitor of epidermal growth factor receptor (EGFR) and HER2 mutations. Mobocertinib (TAK788) is an antineoplastic agent.

Condições de armazenamento de armazenamento

Store at -20°C

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Grau

Moligand™

Tipo de ação

INHIBITOR

Mecanismo de ação

Inhibitor of epidermal growth factor receptor

Pureza

≥97%

Propriedades do produto

ALogP

5.252

hba_count

6

Contagem HBD

2

Ligação rotativa

13

Nomes e identificadores

Pubchem Sid

504772876

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504772876

Sorrisos canónicos

CC(C)OC(=O)C1=CN=C(N=C1C2=CN(C3=CC=CC=C32)C)NC4=C(C=C(C(=C4)NC(=O)C=C)N(C)CCN(C)C)OC

IUPAC Name

propan-2-yl 2-[4-[2-(dimethylamino)ethyl-methylamino]-2-methoxy-5-(prop-2-enoylamino)anilino]-4-(1-methylindol-3-yl)pyrimidine-5-carboxylate

InChIKey

AZSRSNUQCUDCGG-UHFFFAOYSA-N

INCHI

1S/C32H39N7O4/c1-9-29(40)34-24-16-25(28(42-8)17-27(24)38(6)15-14-37(4)5)35-32-33-18-22(31(41)43-20(2)3)30(36-32)23-19-39(7)26-13-11-10-12-21(23)26/h9-13,16-20H,1,14-15H2,2-8H3,(H,34,40)(H,33,35,36)

SMILES isoméricas

CC(C)OC(=O)C1=CN=C(N=C1C2=CN(C3=CC=CC=C32)C)NC4=C(C=C(C(=C4)NC(=O)C=C)N(C)CCN(C)C)OC

CAS alternativo

1847461-43-1

Termos de entrada MeSH

mobocertinib;propan-2-yl 2-(4-(2-(dimethylamino)ethyl-methylamino)-2-methoxy-5-(prop-2-enoylamino)anilino)-4-(1-methylindol-3-yl)pyrimidine-5-carboxylate;TAK-788

Peso molecular

585.7

Reaxy-Rn

29310566

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=29310566&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Classe Benzene and substituted derivatives
      • Subclass Anilides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: Benzene and substituted derivatives
• Subclass: Anilides
• Intermediate Tree Nodes: Not available
• Direct Parent: 2'-Aminoanilides
• Alternative Parents: N-alkylindoles Pyrimidinecarboxylic acids Methoxyanilines Indoles Aminophenyl ethers Phenoxy compounds N-arylamides Methoxybenzenes Dialkylarylamines Anisoles Aminopyrimidines and derivatives Alkyl aryl ethers N-methylpyrroles Heteroaromatic compounds Acrylic acids and derivatives Trialkylamines Secondary carboxylic acid amides Carboxylic acid esters Amino acids and derivatives Secondary amines Monocarboxylic acids and derivatives Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2'-aminoanilide - N-alkylindole - Aminophenyl ether - Methoxyaniline - Pyrimidine-5-carboxylic acid or derivatives - Pyrimidine-5-carboxylic acid - Indole or derivatives - Indole - Phenoxy compound - Methoxybenzene - Aniline or substituted anilines - Dialkylarylamine - N-arylamide - Tertiary aliphatic/aromatic amine - Phenol ether - Anisole - Aminopyrimidine - Alkyl aryl ether - Substituted pyrrole - Pyrimidine - N-methylpyrrole - Acrylic acid or derivatives - Heteroaromatic compound - Pyrrole - Tertiary aliphatic amine - Tertiary amine - Secondary carboxylic acid amide - Carboxylic acid ester - Carboxamide group - Amino acid or derivatives - Azacycle - Organoheterocyclic compound - Secondary amine - Monocarboxylic acid or derivatives - Ether - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Amine - Aromatic heteropolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as 2'-aminoanilides. These are organic compounds containing an anilide moieties that carries an amino group at the 2-position of the benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Alvos associados (humanos)

EGFR Tclin Epidermal growth factor receptor (0 Activities)

Discover Target: EGFR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

Discover Target: EGFR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ERBB2 Tclin Receptor protein-tyrosine kinase erbB-2 (7851 Activities)

Discover Target: ERBB2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

JAK3 Tclin Tyrosine-protein kinase JAK3 (8349 Activities)

Discover Target: JAK3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ITK Tclin Tyrosine-protein kinase ITK/TSK (3699 Activities)

Discover Target: ITK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BLK Tchem Tyrosine-protein kinase BLK (2498 Activities)

Discover Target: BLK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ERBB4 Tclin Receptor protein-tyrosine kinase erbB-4 (2748 Activities)

Discover Target: ERBB4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BMX Tchem Tyrosine-protein kinase BMX (1995 Activities)

Discover Target: BMX

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A-431 (6446 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BTK Tclin Tyrosine-protein kinase BTK (8973 Activities)

Discover Target: BTK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Alvos associados (não humanos)

Tec Tyrosine-protein kinase TEC (25 Activities)

Discover Target: Tec

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BaF3 (4657 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: Solubility (25°C) In vitro DMSO: 9 mg/mL (15.36 mM); Water: Insoluble; Ethanol: Insoluble
• DMSO (mg/mL) Solubilidade máxima: 9
• DMSO (mM) Solubilidade máxima: 15.3662284445962
• Água (mg/mL) Solubilidade máxima: ＜1
• Peso molecular: 585.700 g/mol
• XLogP3: 4.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 13
• Exact Mass: 585.306 Da
• Monoisotopic Mass: 585.306 Da
• Topological Polar Surface Area: 114.000 Ų
• Heavy Atom Count: 43
• Formal Charge: 0
• Complexity: 935.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Application Protocols

Item-specific (from Product Data)

• Tested applications, recommended concentrations/dilutions, positive controls: Not specified for this item.

General protocols for small-molecule tool compounds (guidance; optimize locally)

• Stock preparation: Dissolve in anhydrous DMSO to a convenient concentration (e.g., 10 mM), vortex/sonicate, and filter if necessary using low-binding membranes after confirming stability.
• Storage of stocks: Aliquot into low-binding tubes, flush headspace with inert gas if practical, and store at -20 °C. Avoid repeated freeze–thaw; thaw on ice and keep exposure time minimal.
• Working solutions: Prepare immediately before use by diluting into assay buffer or media, ensuring final DMSO ≤0.5–1% v/v unless your system tolerates more. Include vehicle controls at matching DMSO content.
• Documentation: Record lot number, preparation date, solvent, and concentration; periodically re-qualify by LC–MS to confirm integrity.

Biological Roles

Item-specific (from Product Data)

• No biological role(s) are specified for this product. It is supplied strictly for research use only.

General context (no clinical/therapeutic claims)

• Small-molecule tool compounds are widely used in discovery biology to interrogate signaling pathways, assess structure–activity relationships, and benchmark assay performance. They can support studies such as target engagement, pathway modulation, and phenotypic screening in non-clinical research settings.
• For rigorous interpretation, pair the compound with orthogonal controls (inactive analogs or unrelated chemotypes) and include counter-screens to evaluate selectivity within the biological panel relevant to your study.
• Ensure compound quality (identity, purity, and salt form) and solution stability are verified under your assay conditions to avoid artifactual readouts (e.g., aggregation, redox cycling, photoreactivity).

Buffer Applications

Not typically applicable

• This item is a discrete small-molecule research compound, not a buffering agent. It does not define pH or buffer capacity in aqueous systems.

Practical notes (general)

• When introducing hydrophobic small molecules into aqueous buffers, pre-dissolve in DMSO or ethanol and keep final organic content within assay-tolerated limits (commonly ≤0.5–1% v/v DMSO).
• Verify stability in the chosen buffer (pH, ionic strength, excipients) by short stability studies (e.g., LC–MS after incubations at assay temperature).

Green Alternatives

Applicability

• This SKU is a discrete research compound rather than a bulk solvent or auxiliary reagent. “Green alternative” discussions are typically more relevant to solvent and reagent selection during synthesis or formulation rather than to the compound itself.

Greener lab practices around this item (general guidance)

• Solvent choices: Prefer DMSO/water systems over higher-toxicity polar aprotics (e.g., NMP/DMF) when feasible for stock preparation and assay dilutions.
• Minimize waste: Use small-volume, high-concentration master stocks with careful aliquoting to reduce expired material and solvent consumption.
• Energy footprint: Store at -20 °C as required, but avoid unnecessary deep-cold storage cycles; consolidate freezers and maintain defrost/door-open-time discipline.
• Safer analytics: For LC–MS, consider MeOH/water mobile phases with volatile buffers (ammonium formate/acetate) rather than nonvolatile salts.
• Procurement: Order only the quantity needed for near-term studies to limit long-term cold storage and eventual disposal.

Pharmaceutical Uses

Not applicable for this catalog listing

• Supplied strictly for research use only; not for human or veterinary use, not for diagnostic or therapeutic applications.

General formulation/development context (non-clinical)

• In preclinical research settings, small-molecule reference compounds are sometimes formulated for in vitro or ex vivo studies using co-solvent systems (e.g., DMSO→aqueous dilution, or co-solvent/surfactant vehicles). Any such procedures should be developed de novo for your laboratory needs and do not imply suitability of this item for clinical use.
• If oral or parenteral simulation studies are performed in animals under approved protocols, verify the compound’s stability and compatibility with the selected vehicle; none of these parameters are specified for this item and must be established experimentally.

Physical Properties

Item-specific (from Product Data)

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.

Literature/general values (for orientation only; verify for this lot/spec)

• Melting point, boiling point, density, logP, pKa, refractive index: Not specified for this item; refer to CoA/Spec Sheet or SDS. Do not assume typical values.

General guidance for handling small-molecule research compounds (general knowledge)

• Many drug-like heteroaromatic solids are sparingly soluble in water and soluble in polar aprotic organic solvents (e.g., DMSO, DMF, NMP). Actual solubility for this item is not specified—determine experimentally.
• Practical solubility check: start with anhydrous DMSO at room temperature, add in small increments with vortexing/sonication. If needed, gently warm (≤40 °C) briefly to aid dissolution, then cool to ambient before use.
• Hygroscopicity/polymorphism: Not specified for this item; if critical for your application, request the CoA/Spec Sheet and perform a small-lot pretest.
• Stability in solution: As a general practice, prepare single-use aliquots, store frozen, and minimize freeze–thaw cycles to preserve integrity.

Quality and Grades

Item-specific (from Product Data)

• Grade/Purity: Moligand™ (as stated for this catalog item). Specific assay/purity percentage and related analytical limits are not specified for this item; refer to CoA/Spec Sheet.

What Moligand™ typically implies (general description of catalog grade; not a specification)

• A research-only small-molecule ligand/reference compound grade intended for screening, target validation, and medicinal chemistry research. Lots are commonly accompanied by basic identity confirmation (e.g., 1H NMR/LC–MS) and a purity metric suitable for discovery workflows. For this SKU, consult the CoA for exact test methods and acceptance criteria.

Quality considerations for professional use (general guidance)

• Identity: Confirm by LC–MS and an orthogonal method (e.g., 1H NMR) upon receipt when results are binding (SAR, PK, crystallography).
• Purity/impurities: If UV detection is used downstream, review chromatographic purity traces and potential co-eluting aromatics. Metal content, residual solvents, water, and salt form are Not specified for this item; refer to CoA/Spec Sheet.
• Form and counterion: Verify whether the material is free base vs. salt; not specified here. Counterions significantly affect solubility and assay behavior.
• Documentation: For regulated or GLP-like contexts, request batch-specific CoA/SDS and any available spectra.

Reaction and Applications

Item-specific (from Product Data)

• Manufacturer Applications: Not specified beyond listing; this item is provided for research use only.

How this compound class is typically used (general research context; not item-specific performance claims)

• Reference/tool compound: Frequently employed as a positive control or comparator in biochemical or cell-based assays during target validation, SAR benchmarking, or pathway interrogation in kinase-focused discovery programs.
• Profiling: Suitable for inclusion in small-molecule libraries to assess assay robustness, dynamic range, and potential off-target interactions when run alongside test series.
• Biophysical studies: Can support target engagement methodologies (e.g., thermal shift, CETSA, SPR, MST) provided solubility and stability are validated in the chosen buffers.
• Analytical development: Serves as a test article for LC–MS method development, stability-indicating chromatography, and impurity tracking under forced-degradation experiments (acid/base, oxidative, thermal, photolytic) to map susceptibility and design storage controls.

Practical tips (general)

• Confirm salt form and polymorph, as these affect dissolution rate and assay potency readouts.
• Establish a compound management workflow: dry inert handling, DMSO stock preparation, aliquoting, barcode tracking, and periodic requalification by LC–MS to detect degradation.

Reaction Conditions

Not applicable

• As a finished small-molecule research compound, this item is not intended for use as a reagent or catalyst that defines reaction conditions.

General analytical/stability testing conditions (for characterization only)

• Forced degradation studies (acid/base, oxidative, thermal, photolytic) can be performed to map degradation pathways for internal quality tracking. Select conditions conservatively (e.g., 0.1–0.5 M acid/base, 0.1–3% H2O2, 40–60 °C) and analyze by LC–MS to establish stability-indicating methods. These are general literature-style practices and not item-specific recommendations.

Safety and Handling

Item-specific (from Product Data)

• GHS classification, signal word, pictograms, H-statements: Not specified for this item; refer to the product SDS.
• Storage conditions: Store at -20°C.
• Shipping: Ice chest + ice pads.

General safety guidance (always defer to SDS as authoritative)

• PPE: laboratory coat, suitable chemical-resistant gloves (e.g., nitrile), safety glasses or splash goggles. Handle in a fume hood to avoid inhalation of dust or aerosols.
• Avoid: ingestion, inhalation, skin/eye contact. Prevent environmental release; dispose of contents/container according to institutional hazardous waste procedures.
• Incompatibilities: Strong oxidizers and strong acids/bases may cause degradation for many nitrogen/heteroatom-containing organics; verify specifics on SDS.
• First aid (overview):
  • Skin/eye contact: Rinse with plenty of water for at least 15 minutes; remove contaminated clothing; seek medical attention if irritation persists.
  • Inhalation: Move to fresh air; seek medical attention if symptoms occur.
  • Ingestion: Rinse mouth; do not induce vomiting; seek medical attention.
• Fire safety: Many organic solids are combustible. Use CO2, dry chemical, or foam. Combustion may produce COx/NOx; firefighters should wear self-contained breathing apparatus.
• Handling tips: Weigh in a balance enclosure or hood to limit dusting. Use antistatic precautions when transferring fine powders.

Solvent Selection

Item-specific (from Product Data)

• Specific solubility data: Not specified for this item; refer to CoA/Spec Sheet.

General selection guidance for hydrophobic small-molecule research compounds (general knowledge)

• Primary solvent: Anhydrous DMSO is often preferred for stock solutions (e.g., 10–20 mM), owing to broad solubilizing power and compatibility with biochemical assays at low final DMSO percentages (≤0.5–1%).
• Secondary options: DMF, NMP, or mixtures such as DMSO:water or DMSO:buffer for intermediate dilutions. If aqueous delivery is required, consider co-solvent strategies (DMSO or ethanol ≤1–2% v/v) or inclusion of solubilizing excipients (cyclodextrins, surfactants) as appropriate to the assay.
• Polarity/miscibility profile (general):
  • DMSO: polar aprotic, fully miscible with water and most organics; facilitates serial dilutions.
  • DMF/NMP: polar aprotic, high boiling; use caution with biological systems and ensure thorough dilution.
  • Ethanol/IPA: protic alternatives with assay-dependent tolerability.
• Practical tips:
  • Filter sterilize only after ensuring compound stability to membranes/solvents.
  • Prepare concentrated DMSO master stocks, aliquot, and store at -20 °C to reduce freeze–thaw cycles and water uptake.
  • Pre-wet pipette tips with DMSO to improve volumetric accuracy at microliter scales.

Storage and Reconstitution

Item-specific (from Product Data)

• Storage conditions: Store at -20°C.
• Shipping: Ice chest + ice pads.
• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Stabilizers/additives: Not specified for this item; refer to CoA/Spec Sheet.

General guidance (for small-molecule research compounds)

• Protect from light and moisture. After opening, allow the vial to equilibrate to room temperature in a desiccator before unsealing to minimize moisture condensation.
• Reconstitution: If solid, first bring to room temperature in a desiccated environment. Dissolve in anhydrous DMSO to prepare a concentrated master stock. Actual solubility for this item is not specified—determine empirically.
• Aliquoting: Prepare single-use aliquots in low-binding tubes; backfill with inert gas if feasible. Label with concentration, solvent, date, and lot.
• Freeze–thaw: Avoid repeated cycles. Thaw on ice, mix gently, and promptly return unused portion to -20 °C. Discard aliquots showing precipitation, discoloration, or LC–MS evidence of degradation.
• Retest/expiry: If no retest period is provided on the CoA, implement an internal requalification schedule (e.g., LC–MS every 3–6 months for solutions; annual check for solids).

Structure and Identity

Item-specific (from Product Data)

• Product name: Mobocertinib (TAK788)
• SKU: M413646
• CAS: 1847461-43-1
• PubChem CID: 118607832
• InChIKey: 19152 (as provided; format appears truncated—verify on CoA/SDS)
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.

General chemistry notes (literature/general)

• Compound type: small-molecule organic compound, commonly used as a reference/tool compound in kinase-focused discovery workflows.
• Structural features (high level, no structure disclosed here): drug-like heteroatom-containing aromatic scaffold with multiple ring systems and amide/heteroaryl linkages are typical in this class of research compounds. Exact functional groups for this item should be confirmed against the CoA/Spec Sheet.
• 2D structure description: Not provided in this listing. For exact atom connectivity and stereochemical descriptors (if any), consult the CoA/Spec Sheet or authoritative databases (CAS, PubChem) using the identifiers above.

Synthetic Utility

Limited applicability

• This SKU represents a finished small-molecule research compound. It is not generally used as a synthetic building block.

General considerations (if derivatization is contemplated in a research setting)

• Without an item-specific structure disclosure here, functional-group compatibility and derivatization strategies cannot be advised. Consult the CoA/Spec Sheet and primary literature for functional group presence and protection/deprotection requirements.
• If analog generation is desired, typical approaches include late-stage diversification of peripheral substituents or linker installation for probe development, but feasibility is entirely structure-dependent and must be designed based on the verified structure.

Target Specificity

Item-specific (from Product Data)

• Target, pathway, selectivity profile, species reactivity: Not specified for this item.

Note

• If your research requires a defined target profile, consult the literature using the CAS or PubChem CID and verify against your internal standards. Do not infer specificity for this SKU without confirming the lot’s identity, salt form, and purity on the supplied CoA.