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Product Name: Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione,6-amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-1,5-dimethyl-,(1aS,8S,8aR,8bS)-
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801-52-5

801-52-5 structure

Name: Porfiromycin
Chemical Name: Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione,6-amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-1,5-dimethyl-,(1aS,8S,8aR,8bS)
CAS Number: 801-52-5
Molecular Formula: C₁₆H₂₀N₄O₅
Molecular Weight: 348.35400
Catalog: Signaling Pathways Cell Cycle/DNA Damage DNA Alkylator/Crosslinker
Create Date: 2018-08-13 22:07:27
Modify Date: 2026-08-15 17:18:06
Porfiromycin is a bioreductive alkylating agent that preferentially kill hypoxic tumor cells relative to other aerobic counterparts.

Name	Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione,6-amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-1,5-dimethyl-,(1aS,8S,8aR,8bS)
Synonyms	porphiromycin Porfiromycine porfemycin 8-Azathioxanthine Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione, 6-amino-8-[[(aminocbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-1,5-dimethyl-, (1aS,8S,8,8bS) N-MethylMitoMycin C RegaMycin N-methylmitomycin C Methylmitomycin porfiromycin (1aS,8S,8,8bS)-6-Amino-8-[[(aMinocbonyl)oxy]Methyl]-1,1a,2,8,8a,8b-hexahydro-8a-Methoxy-1,5-diMethylazirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione ENT-50825 Methyl MitoMycin C NCS-56410

Description	Porfiromycin is a bioreductive alkylating agent that preferentially kill hypoxic tumor cells relative to other aerobic counterparts.
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker
References	[1]. Keyes SR, Rockwell S, Sartorelli AC. Porfiromycin as a bioreductive alkylating agent with selective toxicity to hypoxic EMT6 tumor cells in vivo and in vitro. Cancer Res. 1985;45(8):3642-3645.

Density	1.52g/cm3
Boiling Point	560.9ºC at 760 mmHg
Molecular Formula	C₁₆H₂₀N₄O₅
Molecular Weight	348.35400
Flash Point	293ºC
Exact Mass	348.14300
PSA	127.96000
Index of Refraction	1.672

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CN0525000

CAS REGISTRY NUMBER :: 801-52-5

LAST UPDATED :: 199709

DATA ITEMS CITED :: 19

MOLECULAR FORMULA :: C16-H20-N4-O5

MOLECULAR WEIGHT :: 348.40

WISWESSER LINE NOTATION :: T D3 B556 BN EN JV MVTTT&J E1 GO1 H1OVZ KZ L1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Human

DOSE/DURATION :: 1500 ug/kg

TOXIC EFFECTS :: Blood - leukopenia Blood - thrombocytopenia

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 68 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 :: Rodent - mouse

DOSE/DURATION :: 88660 ug/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 :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 44 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 :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 53500 ug/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 :: 55 mg/kg

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

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 10 mg/kg

TOXIC EFFECTS :: Behavioral - food intake (animal) Blood - granulocytopenia

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Primate - monkey

DOSE/DURATION :: >10 mg/kg

TOXIC EFFECTS :: Blood - granulocytopenia

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Primate - monkey

DOSE/DURATION :: 84 mg/kg/28D-I

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Blood - changes in bone marrow (not otherwise specified) Related to Chronic Data - death

MUTATION DATA

TYPE OF TEST :: DNA damage

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 2 umol/L

REFERENCE :: CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 46,3939,1986

50-07-7

74-88-4

~62%

801-52-5

Literature: Hanson, Robert N.; Hua, Edward; Labaree, David; Hochberg, Richard B.; Proffitt, Kyle; Essigmann, John M.; Croy, Robert G. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 42 p. 8501 - 8508

50-07-7

77-78-1

801-52-5

Literature: Journal of the American Chemical Society, , vol. 113, # 12 p. 4634 - 4644

4055-39-4

801-52-5

Literature: Journal of Organic Chemistry, , vol. 50, # 8 p. 1301 - 1302

18209-14-8

801-52-5

Literature: Journal of Organic Chemistry, , vol. 50, # 8 p. 1301 - 1302

Precursor 5
50-07-7 74-88-4 77-78-1 4055-39-4
18209-14-8
DownStream 0

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