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| CAS No.: | 115-02-6 |
|---|---|
| Name: | AZASERINE |
| Molecular Structure: | |
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| Formula: | C5H7 N3 O4 |
| Molecular Weight: | 173.128 |
| Synonyms: | L-Serine,diazoacetate (ester) (9CI); Serine, diazoacetate (ester), L- (6CI,8CI);Azaserin; Azaserine; CI 337; CN 15757; L-Azaserine; NSC 742;O-Diazoacetyl-L-serine; P 165 |
| Density: | g/cm3 |
| Melting Point: | 146-162° (dec) |
| Boiling Point: | °Cat760mmHg |
| Flash Point: | °C |
| Hazard Symbols: |
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| Risk Codes: | 25-40 |
| Safety: | Suspected carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by ingestion, intraperitoneal, and subcutaneous routes. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. |
| PSA: | 127.01000 |
| LogP: | -0.97654 |
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Chemistry
Molecular Formula: C5H7N3O4
Molar mass: 173.13 g/mol
EINECS: 204-061-6
Storage temp: 2-8°C
Appearance: Pale yellow to green crystals
Solubility: H2O: 50 mg/mL, clear, yellow
Form: Lyophilized powder
Structure of Azaserine (115-02-6):
XLogP3-AA: -2
H-Bond Donor: 2
H-Bond Acceptor: 6
Systematic Name: 2-Amino-3-(2-diazoacetyl)oxy-propanoic acid
SMILES: O=C(OCC(N)C(O)=O)\C=[N+]=[N-]
InChI: InChI=1/C5H7N3O4/c6-3(5(10)11)2-12-4(9)1-8-7/h1,3H,2,6H2,(H,10,11)
InChIKey: MZZGOOYMKKIOOX-UHFFFAOYAY
Std. InChI: InChI=1S/C5H7N3O4/c6-3(5(10)11)2-12-4(9)1-8-7/h1,3H,2,6H2,(H,10,11)
Std. InChIKey: MZZGOOYMKKIOOX-UHFFFAOYSA-N
Uses
Azaserine (115-02-6) is a carcinogen primarily used for researching pancreatic cancer in animal models.
Toxicity Data With Reference
| 1. | mma-sat 200 ng/plate | PNASA6 Proceedings of the National Academy of Sciences of the United States of America. 72 (1975),5135. | ||
| 2. | mmo-bcs 500 µmol/L | EXPEAM Experientia. 39 (1983),530. | ||
| 3. | orl-rat LD50:170 mg/kg | CANCAR Cancer. 10 (1957),889. | ||
| 4. | ipr-rat LD50:70 mg/kg | PSEBAA Proceedings of the Society for Experimental Biology and Medicine. 94 (1957),27. | ||
| 5. | orl-mus LD50:150 mg/kg | CANCAR Cancer. 10 (1957),889. | ||
| 6. | ipr-mus LD50:100 mg/kg | CANCAR Cancer. 10 (1957),889. | ||
| 7. | scu-mus LD50:50 mg/kg | 85GDA2 CRC Handbook of Antibiotic Compounds, Volumes 1-9. 4 (1)(1980),432. | ||
| 8. | ivn-mus LD50:62 mg/kg | 85ERAY Antibiotics: Origin, Nature, and Properties. 2 (1978),1249. | ||
| 9. | ivn-dog LDLo:30 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 22 (1972),595. |
Consensus Reports
IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 10 (1976),p. 73.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program.
Safety Profile
Suspected carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by ingestion, intraperitoneal, and subcutaneous routes. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: T.gif){kind=small}
Risk Statements:
25: Toxic if swallowed
40: Limited evidence of a carcinogenic effect
Safety Statements:
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
53: Avoid exposure - obtain special instruction before use
Specification
Azaserine (115-02-6) is a glutamine analogue that irreversibly inhibits Gln: Phosphoribosyl Amidotransferase, which is involved in the biosynthesis of Inosine monophosphate (IMP), and also can be called O-Diazoacetyl-L-serine ; L-azaserine ; O-succinyl-L-homoserine and Serine, diazoacetate (ester) .