CAS 15973-07-6

(1aS,8bS)-8-[[(Aminocarbonyl)oxy]methyl]-1,1a,2,8b-tetrahydro-6-methoxy-1,5-dimethylazirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione

Description:

The chemical substance with the name "(1aS,8bS)-8-[[(Aminocarbonyl)oxy]methyl]-1,1a,2,8b-tetrahydro-6-methoxy-1,5-dimethylazirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione" and CAS number "15973-07-6" is a complex organic compound characterized by its unique structural features, including a tetrahydroazirino-pyrroloindole framework. This compound contains multiple functional groups, such as an aminocarbonyl group and a methoxy group, which contribute to its chemical reactivity and potential biological activity. The stereochemistry indicated by the (1aS,8bS) configuration suggests specific spatial arrangements of atoms that may influence its interactions with biological targets. The presence of the indole moiety is often associated with various pharmacological properties, making this compound of interest in medicinal chemistry. Its solubility, stability, and reactivity would depend on the specific conditions, including pH and solvent, which are critical for applications in drug development and research. Overall, this compound exemplifies the complexity and diversity of organic molecules in the field of chemistry.

Formula: C₁₆H₁₇N₃O₅

InChI: InChI=1S/C16H17N3O5/c1-6-13(20)12-9(14(21)15(6)23-3)7(5-24-16(17)22)10-11-8(18(11)2)4-19(10)12/h8,11H,4-5H2,1-3H3,(H2,17,22)/t8-,11-,18?/m0/s1

InChI key: InChIKey=FSJQMPDKDHPEJH-QHTVANGCSA-N

SMILES: C(OC(N)=O)C1=C2N(C3=C1C(=O)C(OC)=C(C)C3=O)C[C@]4([C@@]2(N4C)[H])[H]

Synonyms:

• (1aS,8bS)-8-[[(Aminocarbonyl)oxy]methyl]-1,1a,2,8b-tetrahydro-6-methoxy-1,5-dimethylazirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione
• Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione, 8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8b-tetrahydro-6-methoxy-1,5-dimethyl-, (1aS)-
• Carbamic acid, ester with 1,1a,2,8b-tetrahydro-8-(hydroxymethyl)-6-methoxy-1,5-dimethylazirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione
• Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione, 1,1a,2,8b-tetrahydro-8-(hydroxymethyl)-6-methoxy-1,5-dimethyl-, carbamate (ester)
• Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione, 8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8b-tetrahydro-6-methoxy-1,5-dimethyl-, (1aS,8bS)-

Aziridinomitosene

CAS: 15973-07-6

Aziridinomitosene is an analog of mitomycin C, a potent anticancer drug. It induces apoptosis in cancer cells by cross-linking DNA strands and inhibiting DNA synthesis. Aziridinomitosene also inhibits elastase activity, which is involved in the degradation of extracellular matrix proteins and is associated with tumor invasion and metastasis. This drug has been shown to be a potent inhibitor of various kinases, including Chinese hamster ovary cell kinase, human epidermal growth factor receptor kinase, and protein kinase C. Aziridinomitosene has demonstrated significant antitumor activity in various animal models, including lung cancer and colon cancer. Urinary excretion of this drug is rapid and complete within 48 hours after administration.

Formula: C₁₆H₁₇N₃O₅

Purity: Min. 95%

Molecular weight: 331.32 g/mol

Ref: 3D-QAA97307