AZ1495 - Moligand™, ≥98% , CAS No.2196204-23-4

CAS: 2196204-23-4 Cat. No.: A647159 Formule: C₂₁H₃₁N₅O₂ Poids moléculaire: 385.50

GRADE & PURITY Moligand™, ≥98%

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Spécifications et pureté

Moligand™, ≥98%

Mécanismes biochimiques et physiologiques

AZ1495, a weak base, is a potent interleukin-1 receptor associated kinase 4 (IRAK4) inhibitor. AZ1495 has a favorable physicochemical and kinase selectivity for IRAK4 and IRAK1 with IC50 values of 0.005 μM and 0.023 μM, respectively. AZ1495 has IRAK4 inhi

Conditions de stockage de stockage

Protected from light,Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Grade

Moligand™

Type d'action

INHIBITOR

Pureté

≥98%

Noms et identifiants

• Sourires canoniques: C1CC(CCC1NC2=NC=NC3=C2C(=CN3)C4CCOCC4)N5CCOCC5
• IUPAC Name: N-(4-morpholin-4-ylcyclohexyl)-5-(oxan-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• InChIKey: DJVYXMINSBMUHH-UHFFFAOYSA-N
• INCHI: 1S/C21H31N5O2/c1-3-17(26-7-11-28-12-8-26)4-2-16(1)25-21-19-18(15-5-9-27-10-6-15)13-22-20(19)23-14-24-21/h13-17H,1-12H2,(H2,22,23,24,25)
• Isomères SMILES: C1CC(CCC1NC2=NC=NC3=C2C(=CN3)C4CCOCC4)N5CCOCC5
• Poids moléculaire: 385.50

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Pyrrolopyrimidines
      • Subclass Pyrrolo[2,3-d]pyrimidines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Pyrrolopyrimidines
• Subclass: Pyrrolo[2,3-d]pyrimidines
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrrolo[2,3-d]pyrimidines
• Alternative Parents: Secondary alkylarylamines Cyclohexylamines Aminopyrimidines and derivatives Substituted pyrroles Oxanes Morpholines Imidolactams Heteroaromatic compounds Trialkylamines Oxacyclic compounds Dialkyl ethers Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pyrrolo[2,3-d]pyrimidine - Secondary aliphatic/aromatic amine - Cyclohexylamine - Aminopyrimidine - Imidolactam - Substituted pyrrole - Pyrimidine - Oxazinane - Oxane - Morpholine - Heteroaromatic compound - Pyrrole - Tertiary aliphatic amine - Tertiary amine - Oxacycle - Azacycle - Secondary amine - Ether - Dialkyl ether - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrrolo[2,3-d]pyrimidines. These are aromatic heteropolycyclic compounds containing a pyrrolo[2,3-d]pyrimidine ring system, which is an pyrrolopyrimidine isomers having the 3 ring nitrogen atoms at the 1-, 5-, and 7-positions.
• 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

Propriétés chimiques et physiques

• Solubilité: DMSO : 10 mg/mL (25.94 mM; Need ultrasonic)
• Poids moléculaire: 385.500 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 385.248 Da
• Monoisotopic Mass: 385.248 Da
• Topological Polar Surface Area: 75.300 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 489.000
• 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

Validated application protocols (e.g., WB, IHC, IF, FC, specific biochemical assays) are not provided for this item.

General guidance (not item-specific):

• Small-molecule screening: prepare DMSO stocks (10–50 mM), perform serial dilutions across desired concentration ranges, and include appropriate vehicle controls to normalize for solvent effects.
• Record lot number, stock concentration, and preparation date in ELN/LIMS. Verify concentration by UV (if chromophore known) or quantitative NMR where feasible.
• For cell-based assays, confirm final DMSO ≤0.1–0.5% v/v unless the cell line tolerates higher levels; pre-test cytotoxicity of vehicle.
• For enzymatic assays, assess potential interference with detection modalities (absorbance/fluorescence/luminescence) and include detergent controls to detect aggregation-mediated inhibition.

Note: These are general practices and not item-specific, validated protocols.

Biological Roles

Item-specific biological function/target

• Not specified for this item; refer to CoA/Spec Sheet and any accompanying target annotation.

General context for small-molecule library members (not item-specific; no therapeutic claims):

• Library compounds serve as chemical probes or screening hits in early research to explore structure–activity relationships (SAR), interrogate biological pathways, or validate assay systems.
• Depending on chemotype, molecules may act as reversible binders, covalent modifiers, enzyme substrates/inhibitors, receptor ligands, or modulators of protein–protein interactions. Definitive assignment requires target deconvolution and orthogonal validation.
• Quality controls include assessing aggregation propensity (detergent-sensitive activity), redox cycling, fluorescence/absorbance overlap with assay readouts, and nonspecific reactivity to avoid false positives.
• If ionizable, intracellular accumulation and distribution can be influenced by pKa and logD; permeability and efflux should be profiled using standard assays (PAMPA, Caco-2, MDCK-MDR1) where relevant to the research question.

Buffer Applications

This product is a small-molecule library compound and is not a buffering agent.

• Item-specific buffer roles, pKa values, and buffering ranges: Not specified for this item; refer to CoA/Spec Sheet if relevant.

Practical note (not item-specific):

• When preparing assay buffers that will contain this compound, confirm compound stability across the planned pH range and ionic strength. Use minimal organic cosolvent (commonly ≤0.1–1% DMSO v/v) to maintain solubility without perturbing protein targets or assay readouts.

Green Alternatives

Without a defined structure or designated solvent system, specific greener replacements for this compound or its handling solvents cannot be prescribed for this item.

General guidance (not item-specific):

• Prefer greener dissolution media when possible: water-buffer systems with minimal DMSO cosolvent are favored for biological assays. If organic content is necessary, consider ethanol or 2-propanol over halogenated solvents.
• For chromatographic/analytical work, methanol is generally preferred over acetonitrile on sustainability grounds when method performance permits.
• If synthesis or modification is undertaken, evaluate alternative solvents such as 2-MeTHF or CPME in place of THF/Et2O, and propylene carbonate or Cyrene in place of DMF/NMP where compatible.
• Implement microscale screening to reduce solvent usage, and adopt closed-vial heating (parallel synthesizers) to minimize emissions.
• Waste minimization: consolidate DMSO-containing aqueous waste separately; avoid chlorinated solvents unless strictly required by performance.

Pharmaceutical Uses

No excipient role, compendial status, or formulation use is specified for this item; refer to CoA/Spec Sheet. This product is supplied strictly for research use only and is not intended for human or veterinary use.

General considerations for research compounds (not item-specific; no therapeutic claims):

• For pre-formulation studies, typical stock preparation uses DMSO or aqueous cosolvent systems. Solubility, stability (chemical and photostability), and compatibility with common excipients (cyclodextrins, PEGs, surfactants) should be evaluated experimentally.
• Solid-state form (free base/acid vs salt; polymorph; solvate/hydrate) can significantly affect dissolution rate and stability; determine by PXRD/DSC/TGA if formulation studies are contemplated.
• Avoid assuming pharmacopeial compliance; residual solvent limits, elemental impurities, and bioburden/endotoxin are not controlled for clinical use in research-grade materials.

Physical Properties

Item-specific (Product Data)

• Appearance: 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.

Key physicochemical parameters (not provided for this item)

• Melting point, boiling point, density, refractive index, pKa, logP/logD, water and organic solubility: Not specified for this item; refer to CoA/Spec Sheet.

General guidance (literature/practice for screening compounds; not item-specific)

• Many library compounds are solids at ambient temperature with limited aqueous solubility and good solubility in polar aprotic solvents such as DMSO, DMF, and NMP.
• If/when structure is available, estimate ionization using predicted pKa to select solvent and buffer pH for assays (weak bases: better aqueous solubility at lower pH; weak acids: better at higher pH).
• Hygroscopic or deliquescent behavior should be assessed experimentally (weight gain on open-bench exposure). For moisture-sensitive chemotypes (e.g., acyl chlorides, some boronic acids), handle under dry inert atmosphere.
• If crystalline, a sharp melting point can aid purity assessment; broader ranges may indicate solvate formation or impurities.
• For LC–MS method development, start with 0.1% formic acid in water/acetonitrile or water/methanol gradients; adjust based on ionization efficiency and retention behavior.
• Always rely on batch-specific CoA and SDS for authoritative physical property values.

Quality and Grades

Item-specific (Product Data)

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

Interpretation and best practices (general; not item-specific)

• Screening-library small molecules are commonly provided at high chemical purity (often ≥95% by HPLC/UPLC) to ensure reliable SAR; verify the stated assay (UV/ELSD/charged aerosol detector vs MS) and whether purity is area% or weight%.
• Identity confirmation typically includes 1H NMR and HRMS or LRMS; some suppliers also include 13C NMR and elemental analysis. For critical studies, consider orthogonal confirmation (qNMR for potency, chiral HPLC if stereochemistry applies).
• Counter-ions/solvates: if provided as a salt (e.g., HCl, TFA) or solvate (MeOH, H2O), the reported “purity by HPLC” may not account for volatile content. Confirm assay on anhydrous basis if dosing by weight.
• Residual solvents/heavy metals/water content: Not specified for this item; refer to CoA/Spec Sheet. Karl Fischer water and ICP metals are advisable for sensitive applications.
• Batch-to-batch control: document lot number, analytical method versions, and chromatographic conditions from the CoA for auditability and reproducibility.

Reaction and Applications

This product is listed as a small-molecule library member and is not positioned as a general synthetic reagent in this catalog entry.

• Item-specific reaction applications: Not specified for this item; refer to CoA/Spec Sheet.

General note (not item-specific):

• In discovery workflows, such compounds are typically used as test articles in biochemical, cellular, or physicochemical assays rather than as stoichiometric reagents. If you intend to derivatize or use the compound in synthesis, obtain the full structure and functional-group profile to evaluate stability (e.g., sensitivity to base, nucleophiles, oxidants) and to choose compatible reaction conditions.
• Before any transformation, perform small-scale compatibility screens. Validate identity and purity post-reaction by LC–MS/NMR.
• Where structural alerts (e.g., Michael acceptors, imines, aldehydes) exist, anticipate potential assay interferences (covalent reactivity, Schiff base formation, redox cycling) and design controls accordingly.

Reaction Conditions

Item-specific reaction conditions are not applicable; this product is not presented as a synthetic reagent.

General laboratory handling (not item-specific):

• Stock solution preparation: dissolve in dry DMSO under inert atmosphere if moisture/oxygen sensitivity is suspected; typical concentrations for screening stocks are 10–50 mM, adjusted to solubility.
• Aliquoting: dispense single-use aliquots (e.g., 10–50 µL) in polypropylene or glass vials; minimize freeze–thaw by storing at -20°C or below.
• Assay dilution: add stock to pre-equilibrated buffer to achieve final DMSO typically ≤0.1–1% v/v; verify absence of precipitation or turbidity. Gentle sonication may aid dissolution.
• Analytical QC: LC–MS compatible mobile phases (water/acetonitrile or water/methanol with 0.1% formic acid) and 30–60% organic gradients usually provide adequate elution for many drug-like chemotypes; adjust based on retention and ionization.

Note: The above are general practices and not specifications for this item. Always consult the item’s CoA/SDS for definitive guidance.

Safety and Handling

Item-specific (Product Data)

• GHS Classification, Pictograms, Signal Word, H-Statements: Not specified for this item; refer to SDS.
• Storage: Store at -20°C.
• Shipping: Ice chest + ice pads.
• Research Use: For research use only.

General laboratory precautions (not item-specific; follow SDS once available)

• PPE: laboratory coat, safety glasses, and appropriate chemically resistant gloves (e.g., nitrile). Work in a certified fume hood to minimize inhalation exposure to powders or solvent vapors.
• Avoid ingestion, inhalation of dust, and skin/eye contact. Wash thoroughly after handling. Do not pipette by mouth.
• Storage incompatibilities: until structure is known, segregate from strong oxidizers/reducers and acids/bases. Keep container tightly closed under dry, inert headspace if feasible, especially for hydrolytically sensitive chemotypes. Protect from light if photosensitivity is suspected.
• Spills: for solids, gently cover with damp disposable towels to minimize dust; collect mechanically. For solutions, absorb with inert material (vermiculite, diatomaceous earth). Dispose in accordance with institutional and regulatory requirements.
• First aid overview: in case of skin contact, wash with soap and water; for eye exposure, rinse with water for at least 15 minutes and seek medical evaluation; if inhaled, move to fresh air; if ingested, seek medical attention. Provide SDS to healthcare professionals.
• Waste: segregate organic solvent solutions and contaminated disposables per local hazardous waste procedures.

Solvent Selection

Item-specific (Product Data)

• No solubility or solvent preference is specified for this item; refer to CoA/Spec Sheet.

General guidance for small-molecule library members (not item-specific)

• Primary solvent for stock solutions: DMSO is typically preferred due to broad solvating power and assay compatibility. Prepare concentrated stocks (e.g., 10–50 mM) and dilute into assay buffer immediately before use to minimize precipitation.
• Alternative solvents: DMF or NMP can dissolve more challenging chemotypes but may be less biologically compatible; if used, ensure final assay concentrations of these cosolvents remain very low (<0.5% v/v where possible).
• Aqueous work: adjust pH relative to predicted pKa to improve solubility (acidic compounds dissolve better above their pKa; basic compounds dissolve better below their pKa). Employ co-solvents (DMSO, ethanol) and surfactants (0.01–0.05% Tween-80 or Pluronic) as needed.
• For analytical chemistry: acetonitrile/water or methanol/water with 0.1% formic acid (ESI+) or 5–10 mM ammonium bicarbonate (ESI−) provide robust LC–MS performance.
• Practical tips: filter stock solutions through 0.2 µm PTFE for water-insoluble organics; use PVDF or nylon for mixed aqueous stocks (avoid cellulose esters with strong solvents). Monitor precipitation on dilution by visual inspection or light scattering.
• Avoid reactive media: if the compound contains hydrolytically labile motifs (e.g., esters, anhydrides), limit exposure to strong base/acid and aqueous buffers for prolonged periods.

Storage and Reconstitution

Item-specific (Product Data)

• Storage conditions: Store at -20°C.
• Shipping: Ice chest + ice pads.

Not specified for this item; refer to CoA/Spec Sheet

• Recommended diluent/solvent, solubility limits, solution stability, solid-state stability, and appearance.

General guidance for small-molecule research compounds (not item-specific)

• Upon receipt: allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation. Inspect for signs of thawing, clumping, or deliquescence.
• Reconstitution: if solubility data are unavailable, start with anhydrous DMSO to prepare a concentrated stock (e.g., 10–50 mM), then dilute into buffer or medium immediately prior to use. If necessary, use mild warming (≤40°C) or brief sonication to aid dissolution; avoid prolonged heating.
• Aliquoting: prepare single-use aliquots to avoid repeated freeze–thaw cycles. Store aliquots at -20°C to -80°C in tightly sealed vials (preferably under inert gas for air/moisture-sensitive chemotypes).
• Stability monitoring: record preparation date; re-check for precipitation, discoloration, or LC–MS/NMR changes periodically. Protect from light if chromophores suggest photosensitivity.
• Container compatibility: glass vials with PTFE-lined caps are broadly compatible; for high-DMSO content, high-quality polypropylene can also be used. Avoid natural rubber stoppers with strong solvents.

Structure and Identity

Item-specific (Product Data)

• Product Name: AZ1495 (SKU A647159)
• CAS: 2196204-23-4
• PubChem CID: 131839619
• InChIKey: 65383 (as provided; appears non-standard/truncated)
• 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.

Notes on identity

• The identifier set strongly suggests a discrete small-molecule research compound intended for screening libraries.
• Because a structural string (SMILES/InChI) and formula are not provided in the listing, definitive functional-group annotation and stereochemical description cannot be given here. Please consult the CoA/SDS for structural depiction and authoritative identifiers.

General description (applicability and best practices)

• For small-molecule library members, confirm batch identity via vendor CoA and, where required, independent NMR/LC–MS prior to critical studies.
• If structure is later provided, document: ring systems (aliphatic/aromatic/heteroaromatic), heteroatoms (N, O, S, halogens), ionizable centers, and any defined stereocenters/atropisomers, since these influence solubility, storage form (free base vs salt), and assay conditions.
• Maintain a single source of truth for identifiers (CAS, CID, internal catalog code) to avoid mix-ups when parallel screening multiple AZ-series compounds.

Synthetic Utility

This catalog entry is positioned as a screening-library small molecule rather than a building block or reagent.

• Item-specific reactive functional groups and named-reaction suitability: Not specified for this item; refer to CoA/Spec Sheet.

General guidance (not item-specific):

• If structural information becomes available and derivatization is desired (e.g., for SAR or probe attachment), map nucleophilic/electrophilic handles (amines, phenols, carboxylates, halides, boronates) and assess orthogonality to common protective-group strategies.
• For bioconjugation, consider appending linkers via amide coupling, click reactions (azide–alkyne cycloaddition), or SuFEx, contingent on the compound’s tolerance.
• Stability screens (small-scale) under acidic/basic, oxidative/reductive, and photolytic conditions inform feasible transformations and storage.

Target Specificity

No target annotations, binding data, or biological specificity are provided for this item.

• Item-specific target, pathway, enzyme/receptor class: Not specified for this item; refer to CoA/Spec Sheet or associated screening panel data if available.

General note (not item-specific):

• For screening hits, corroborate target engagement using orthogonal assays (biophysical, enzymatic, cellular) and utilize counterscreens to rule out assay interference or pan-assay interference compounds (PAINS).