MC180295 - ≥99% , CAS No.2237942-08-2

CAS: 2237942-08-2 Cat. No.: M414195 Formule: C₁₇H₁₈N₄O₃S Poids moléculaire: 358.41

GRADE & PURITY ≥99%

Synonyms

MS-25638 | TO7 | HY-119940 | MC180295 | (4-amino-2-{[(1S,2S,4R)-bicyclo[2.2.1]heptan-2-yl]amino}-1,3-thiazol-5-yl)(2-nitrophenyl)methanone | BDBM50561527 | DTXSID001115307 | EX-A3198 | 2237942-08-2 | AC-31557 | Methanone, [4-amino-2-[(1R,2R,4S)-bicyclo[2.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Information

MC180295 ((rel)-MC180295) is a novel potent and selectiveCDK9inhibitor with an IC50 of 5 nM and is at least 22-fold more selective for CDK9 over other CDKs.

Targets

CDK9-Cyclin T1 (Cell-free assay); CDK4-Cyclin D (Cell-free assay); CDK1-Cyclin B (Cell-free assay); CDK5-P35 (Cell-free assay); CDK5-P25 (Cell-free assay) 31874,5 nM; 112 nM; 138 nM; 159 nM; 186 nM

In vitro

MC180295 has broad anti-cancer activity in vitro.

In vivo

MC180295 shows promising anti-tumoral and immunosensitization activity.

Cell Research(from reference)

Cell lines：Normal lung fibroblast (IMR90) and cancer cell lines (HCT116, KG-1, HL-60, SW48, MCF7, DU145 and LnCaP) 

Concentrations：0.1 μM 

Incubation Time：4 days 

Specifications

Synonymes

MS-25638 | TO7 | HY-119940 | MC180295 | (4-amino-2-{[(1S,2S,4R)-bicyclo[2.2.1]heptan-2-yl]amino}-1,3-thiazol-5-yl)(2-nitrophenyl)methanone | BDBM50561527 | DTXSID001115307 | EX-A3198 | 2237942-08-2 | AC-31557 | Methanone, [4-amino-2-[(1R,2R,4S)-bicyclo[2.

Spécifications et pureté

≥99%

Mécanismes biochimiques et physiologiques

MC180295 ((rel)-MC180295) is a novel potent and selective CDK9 inhibitor with an IC50 of 5 nM and is at least 22-fold more selective for CDK9 over other CDKs.

Conditions de stockage de stockage

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.

Type d'action

INHIBITOR

Pureté

≥99%

Noms et identifiants

• Sourires canoniques: C1CC2CC1CC2NC3=NC(=C(S3)C(=O)C4=CC=CC=C4[N+](=O)[O-])N
• IUPAC Name: [4-amino-2-[[(1S,2S,4R)-2-bicyclo[2.2.1]heptanyl]amino]-1,3-thiazol-5-yl]-(2-nitrophenyl)methanone
• InChIKey: JRNXAQINDCOHGS-SCVCMEIPSA-N
• INCHI: 1S/C17H18N4O3S/c18-16-15(14(22)11-3-1-2-4-13(11)21(23)24)25-17(20-16)19-12-8-9-5-6-10(12)7-9/h1-4,9-10,12H,5-8,18H2,(H,19,20)/t9-,10+,12+/m1/s1
• Isomères SMILES: C1C[C@H]2C[C@@H]1C[C@@H]2NC3=NC(=C(S3)C(=O)C4=CC=CC=C4[N+](=O)[O-])N
• Poids moléculaire: 358.41
• Reaxy-Rn: 59166205
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=59166205&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Classe Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Aryl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Classe: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Aryl-phenylketones
• Alternative Parents: Bicyclic monoterpenoids Aromatic monoterpenoids Nitrobenzenes Nitroaromatic compounds Benzoyl derivatives 2,4,5-trisubstituted thiazoles Secondary alkylarylamines Imidolactams 2-amino-1,3-thiazoles Vinylogous amides Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Azacyclic compounds Primary amines Organopnictogen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Aryl-phenylketone - Norbornane monoterpenoid - Monoterpenoid - Bicyclic monoterpenoid - Aromatic monoterpenoid - Nitrobenzene - Nitroaromatic compound - Benzoyl - 2,4,5-trisubstituted 1,3-thiazole - Secondary aliphatic/aromatic amine - 1,3-thiazol-2-amine - Imidolactam - Benzenoid - Monocyclic benzene moiety - 1,3-thiazolamine - Heteroaromatic compound - Vinylogous amide - Thiazole - Azole - Organic nitro compound - C-nitro compound - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Secondary amine - Organic oxoazanium - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic zwitterion - Primary amine - Organonitrogen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.
• 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

Cibles associées (humaines)

CDK5 Tchem Cyclin-dependent kinase 5/CDK5 activator 1 (3697 Activities)

Discover Target: CDK5

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

CDK4 Tclin Cyclin-dependent kinase 4/cyclin D1 (2340 Activities)

Discover Target: CDK4

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

CDK1 Tchem Cyclin-dependent kinase 1/cyclin B1 (1887 Activities)

Discover Target: CDK1

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

CCNE1 Tchem Cyclin-dependent kinase 2/cyclin E1 (1877 Activities)

Discover Target: CCNE1

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

CCNT1 Tchem CDK9/cyclin T1 (2643 Activities)

Discover Target: CCNT1

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

CDK2 Tchem CDK2/Cyclin A2 (2260 Activities)

Discover Target: CDK2

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

CCNE1 Tchem CDK3/Cyclin E (905 Activities)

Discover Target: CCNE1

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

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Solubility (25°C) In vitro DMSO: 72 mg/mL (200.88 mM); Ethanol: 72 mg/mL (200.88 mM); Water: Insoluble
• Poids moléculaire: 358.400 g/mol
• XLogP3: 4.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 358.11 Da
• Monoisotopic Mass: 358.11 Da
• Topological Polar Surface Area: 142.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 542.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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

Foire aux questions

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 2237942-08-2, the molecular formula is C17H18N4O3S, and the molecular weight is 358.41 g/mol. InChIKey JRNXAQINDCOHGS-SCVCMEIPSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.