1H-Pyrrole-2-carboxamide,N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl-

Modify Date: 2025-08-27 11:54:41

1H-Pyrrole-2-carboxamide,N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl- structure	Common Name	1H-Pyrrole-2-carboxamide,N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl-
	CAS Number	636-47-5	Molecular Weight	481.50800
	Density	1.45g/cm3	Boiling Point	N/A
	Molecular Formula	C₂₂H₂₇N₉O₄	Melting Point	N/A
	MSDS	N/A	Flash Point	N/A

Use of 1H-Pyrrole-2-carboxamide,N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl-

Distamycin A (NSC-82150), an oligopeptide antibiotic, is a minor groove binder which binds to B-form DNA, preferentially at A/T rich sites.Distamycin A can change Enediyne-induced DNA cleavage sites and enhances apoptosis[1][2][3].

Name	distamycin a
Synonym	More Synonyms

Description	Distamycin A (NSC-82150), an oligopeptide antibiotic, is a minor groove binder which binds to B-form DNA, preferentially at A/T rich sites.Distamycin A can change Enediyne-induced DNA cleavage sites and enhances apoptosis[1][2][3].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Infection
In Vitro	Distamycin A 与 DNA 结合，通过伸直螺旋轴并将其延长近 12-15% 来加宽小沟[2]。 Distamycin A 增强 5'-CCT-3'/3'-GGA-5' 和 5'-CCA-3'/3'-GGT-5' 序列的双链 DNA 切割[3]< /sup>. Distamycin A 在 HL-60 细胞中增强 C1027 诱导的 DNA 阶梯形成和细胞毒性[3]。
References	[1]. ARCAMONE F, et, al. STRUCTURE AND SYNTHESIS OF DISTAMYCIN A. Nature. 1964 Sep 5;203:1064-5. [2]. Hiraku Y, et, al. Distamycin A, a minor groove binder, changes enediyne-induced DNA cleavage sites and enhances apoptosis. Nucleic Acids Res Suppl. 2002;(2):95-6. [3]. Majumder P, et, al. Effect of DNA groove binder distamycin A upon chromatin structure. PLoS One. 2011;6(10):e26486.

Density	1.45g/cm3
Molecular Formula	C₂₂H₂₇N₉O₄
Molecular Weight	481.50800
Exact Mass	481.21900
PSA	181.06000
LogP	2.87670
Index of Refraction	1.69
InChIKey	UPBAOYRENQEPJO-UHFFFAOYSA-N
SMILES	Cn1cc(NC(=O)c2cc(NC(=O)c3cc(NC=O)cn3C)cn2C)cc1C(=O)NCCC(=N)N

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WZ7108000

CAS REGISTRY NUMBER :: 636-47-5

LAST UPDATED :: 199612

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C22-H27-N9-O4

MOLECULAR WEIGHT :: 481.58

WISWESSER LINE NOTATION :: T5NJ A1 BVM2YZUM DMV- BT5NJ A1 DMV- BT5NJ A1 DMVH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 75 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - wild bird species

DOSE/DURATION :: 72 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: DNA damage

TEST SYSTEM :: Mammal - species unspecified Lymphocyte

DOSE/DURATION :: 500 umol/L

REFERENCE :: MLBRBU Molecular Biology Reports. (Dr. W. Junk Pub., POB 163, 3300 AD Dordrect, Netherlands) V.1- 1973- Volume(issue)/page/year: 2,135,1975

Precursor 6
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