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CAS No 115-02-6 , (E)-1-[(2S)-2-amino-2-carboxyethoxy]-2-diazonioethenolate

  • Name: (E)-1-[(2S)-2-amino-2-carboxyethoxy]-2-diazonioethenolate
  • Synonyms: Diazoacetate (ester) L-serine; O-Diazoacetyl-L-serine; CCRIS 61;(E)-1-[(2S)-2-amino-2-carboxyethoxy]-2-diazonioethenolate; RCRA waste number U015; diazoacetate (ester);Azaserin; L-Serine;
  • CAS Registry Number:
  • Transport: UN 3462 6.1/PG 3
  • Flash Point: °C
  • Boiling Point: °Cat760mmHg
  • Density: g/cm3
  • Safety Statements: 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 Symbols: T: Toxic;
  • Flash Point: °C
  • EINECS: 204-061-6
  • Molecular Weight: 173.12678
  • InchiKey: AGNGYMCLFWQVGX-AGFFZDDWSA-N
  • InChI: InChI=1S/C5H7N3O4/c6-3(5(10)11)2-12-4(9)1-8-7/h1,3H,2,6H2,(H-,9,10,
    11)/b4-1+/t3-/m0/s1
  • Risk Statements: 25-40
  • Molecular Formula: C5H7N3O4
  • Molecular Structure:CAS No:115-02-6 (E)-1-[(2S)-2-amino-2-carboxyethoxy]-2-diazonioethenolate

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115-02-6 L-Serine,O-(2-diazoacetyl)-

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References of (E)-1-[(2S)-2-amino-2-carboxyethoxy]-2-diazonioethenolate
Title: Azaserine
CAS Registry Number: 115-02-6
CAS Name: L-Serine diazoacetate (ester)
Synonyms: O-diazoacetyl-L-serine
Manufacturers' Codes: CL-337; CN-15757; P-165
Molecular Formula: C5H7N3O4
Molecular Weight: 173.13
Percent Composition: C 34.69%, H 4.08%, N 24.27%, O 36.97%
Literature References: Antitumor antibiotic produced by Streptomyces sp. Isoln, characterization, and antitumor activity: C. C. Stock et al., Nature 173, 71 (1954); J. Ehrlich et al., ibid. 72; Q. R. Bartz et al., ibid. 72; S. A. Fusari et al., J. Am. Chem. Soc. 76, 2878 (1954). Structural studies: idem et al., ibid. 2881. Synthetic studies: J. A. Moore et al., ibid., 2884; E. D. Nicolaides et al., ibid., 2887; T. J. Curphey, D. S. Daniel, J. Org. Chem. 43, 4666 (1978). Pathology and pharmacology studies: S. S. Sternberg, F. S. Philips, Cancer 10, 889 (1957). Crystal and molecular structure: A. Fitzgerald, L. H. Jensen, Acta Crystallogr. B34, 828 (1978). Review of carcinogenicity studies: IARC Monographs 10, 73-77 (1976). Review: Pettillo, Hunt, Antibiotics vol. 1, D. Gottlieb, P. Shaw, Eds. (Springer-Verlag, New York, 1967) pp 481-493. Use in study of the progression of pancreatic adenocarcinoma in rat models: K. Nagy et al., Histochem. Cell Biol. 119, 405 (2003).
Properties: Light yellow-green needles from aq ethanol, mp 146-162° (dec). [a]D27.5 -0.5° (c = 8.46% in H2O at pH 5.18). uv max (pH 7): 250.5 nm (E1%1cm 1140); in 0.1N NaOH: 252 nm (E1%1cm 1230). Very sol in water; slightly sol in abs methanol, abs ethanol, acetone, but sol in warm aq solns of these solvents. pKa 8.55. LD50 in mice, rats (mg/kg/day): 150, 170 orally (Sternberg, Philips).
Melting point: mp 146-162° (dec)
pKa: pKa 8.55
Optical Rotation: [a]D27.5 -0.5° (c = 8.46% in H2O at pH 5.18)
Absorption maximum: uv max (pH 7): 250.5 nm (E1%1cm 1140)
Toxicity data: LD50 in mice, rats (mg/kg/day): 150, 170 orally (Sternberg, Philips)
Use: Reagent used to induce pancreatic cancer in experimental animal models.