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CAS No 606-58-6 , 7H-Pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-amino-7-b-D-ribofuranosyl-

  • Name: 7H-Pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-amino-7-b-D-ribofuranosyl-
  • Synonyms: SIPI 763-1; 7-Cyano-7-deazaadenosine; Toyokamycin; NSC 63701; Vengicide;Toyocamycin(6CI);7H-Pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-amino-7-b-D-ribofuranosyl-; MT 1155;Antibiotic 1037; Unamycin B; 4-Amino-5-cyano-7-(b-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine; NSC 99843; Antibiotic E 212;Toyocamycin nucleoside;
  • CAS Registry Number:
  • Flash Point: 389.9°C
  • Boiling Point: 721.1°C at 760 mmHg
  • Density: 1.91g/cm3
  • Refractive index: 1.849
  • Safety Statements: Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx and CN−. Used as an antibiotic. See also NITRILES.
  • Flash Point: 389.9°C
  • Molecular Weight: 291.30
  • InChI: InChI=1/C12H13N5O4/c13-1-5-2-17(11-7(5)10(14)15-4-16-11)12-9(20)8(19)6(3-18)21-12/h2,4,6,8-9,12,18-20H,3H2,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1
  • Molecular Formula: C12H13 N5 O4
  • Molecular Structure:CAS No:606-58-6 7H-Pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-amino-7-b-D-ribofuranosyl-

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606-58-6 VENGICIDE

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606-58-6 Toyocamycin

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606-58-6 7H-Pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-amino-7-b-D-ribofuranosyl-

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606-58-6 Toyocamycin

  • Toyocamycin 4-Amino-5-cyano-7-(beta-d-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
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References of 7H-Pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-amino-7-b-D-ribofuranosyl-
Title: Toyocamycin
CAS Registry Number: 606-58-6
CAS Name: 4-Amino-7-b-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Synonyms: 4-amino-5-cyano-7-(D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine; uramycin B; vengicide; antibiotic 1037
Manufacturers' Codes: E-212
Molecular Formula: C12H13N5O4
Molecular Weight: 291.26
Percent Composition: C 49.48%, H 4.50%, N 24.05%, O 21.97%
Literature References: Antibiotic substance extracted from the culture filtrate and mycelium of Streptomyces toyocaensis. Isoln: Nishimura et al., J. Antibiot. 9A, 60 (1956). Structure: Ohkuma, ibid. 14A, 343 (1961). Synthesis of aglycone: Taylor, Hendess, J. Am. Chem. Soc. 86, 951 (1964). Total synthesis: Tolman et al., ibid. 90, 524 (1968); 91, 2102 (1969). Biosynthesis: Uematsu, Suhadolnik, Biochemistry 9, 1260 (1970); eidem, J. Biol. Chem. 245, 4365 (1970). Crystal and molecular structure: P. Prusiner, M. Sundaralingam, Acta Crystallogr. B34, 517 (1978).
Properties: Fine needles from methanol or acetone, mp 243°. Recrystallization from water yields the hydrate, C12H13N5O4.H2O, mp 239-243°. [a]D16 -45.7° (c = 1.05 in 0.1N HCl). uv max (H2O): 230, 277 nm (E1%1cm 400, 548). Soluble in acetic acid, acidic solns. Moderately sol in methanol, ethanol, acetone, dioxane, butanol, water, ether. Practically insol in chloroform, ethyl acetate, petr ether. LD100 s.c. in mice: 10-20 mg/kg (Nishimura).
Melting point: mp 243°; mp 239-243°
Optical Rotation: [a]D16 -45.7° (c = 1.05 in 0.1N HCl)
Absorption maximum: uv max (H2O): 230, 277 nm (E1%1cm 400, 548)
Toxicity data: LD100 s.c. in mice: 10-20 mg/kg (Nishimura)