Home > Name List By b > b-D-Glucopyranuronamide,1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-4-[(N-methylglycyl-D-seryl)amino]-

CAS No 2096-42-6 , b-D-Glucopyranuronamide,1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-4-[(N-methylglycyl-D-seryl)amino]-

  • Name: b-D-Glucopyranuronamide,1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-4-[(N-methylglycyl-D-seryl)amino]-
  • Synonyms: Asteromycin;Aspiculamycin; b-D-Glucopyranuronamide,1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-4-[[N-(N-methylglycyl)-D-seryl]amino]-; Gougerotin (7CI);Glucopyranuronamide,1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-4-[D-2-[2-(methylamino)acetamido]hydracrylamido]-,b-D- (8CI);b-D-Glucopyranuronamide,1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-4-[(N-methylglycyl-D-seryl)amino]-;
  • CAS Registry Number:
  • Flash Point: °C
  • Boiling Point: °Cat760mmHg
  • Density: 1.82g/cm3
  • Refractive index: 1.745
  • Safety Statements: Poison by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic fumes of NOx.
  • Flash Point: °C
  • Molecular Weight: 443.48
  • InChI: InChI=1/C16H25N7O8/c1-19-4-8(25)20-6(5-24)14(29)22-9-10(26)11(27)15(31-12(9)13(18)28)23-3-2-7(17)21-16(23)30/h2-3,6,9-12,15,19,24,26-27H,4-5H2,1H3,(H2,18,28)(H,20,25)(H,22,29)(H2,17,21,30)/t6?,9-,10-,11+,12-,15+/m0/s1
  • Molecular Formula: C16H25 N7 O8
  • Molecular Structure:CAS No:2096-42-6 b-D-Glucopyranuronamide,1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-4-[(N-methylglycyl-D-seryl)amino]-

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2096-42-6 Gougerotin

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2096-42-6 GOUGEROTIN

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References of b-D-Glucopyranuronamide,1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-4-[(N-methylglycyl-D-seryl)amino]-
Title: Gougerotin
CAS Registry Number: 2096-42-6
CAS Name: 1-(4-Amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-4-[[N-(N-methylglycyl)-D-seryl]amino]-b-D-glucopyranuronamide
Synonyms: 1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-4-[D-2-[2-(methylamino)acetamido]hydracrylamido]glucopyranuronamide; 1-[4-deoxy-4-(sarcosyl-D-seryl)amino-b-D-glucopyranuronamide]cytosine; aspiculamycin; asteromycin
Molecular Formula: C16H25N7O8
Molecular Weight: 443.41
Percent Composition: C 43.34%, H 5.68%, N 22.11%, O 28.87%
Literature References: Antibiotic substance with antibacterial and antineoplastic activity. Isoln from Streptomyces gougerotii: Kanzaki et al., J. Antibiot. 15A, 93 (1962). Identity with asteromycin: Ikeuchi et al., ibid. 25, 548 (1972). Structure: Iwasaki, Yakugaku Zasshi 82, 1358 (1962). Revised structure: Fox et al., Tetrahedron Lett. 1968, 6029; Watanabe et al., Chem. Pharm. Bull. 17, 416 (1969). Total synthesis: eidem, J. Am. Chem. Soc. 94, 3272 (1972); Lichtenthaler et al., Tetrahedron Lett. 1975, 3527. Identity with aspiculamycin: Lichtenthaler et al., ibid. 665. Mechanism of action study: J. C. Lacal et al., J. Antibiot. 33, 441 (1980). Reviews: Clark in Antibiotics vol. 1, D. Gottlieb, P. D. Shaw, Eds. (Springer-Verlag, New York, 1967) pp 278-282; Yukioka, ibid. vol. 3, J. W. Corcoran, F. E. Hahn, Eds. (1975) pp 448-458.
Properties: Needles, mp 211-217° (dec). [a]D27 +53° (c = 0.8). uv max (water): 267, 235 nm (e 9400, 9300); in 0.1N HCl: 275 nm (e 13600); in 0.1N NaOH: 267 nm (e 9800). LD50 in mice (mg/kg): 57 i.v. (Kanzaki).
Melting point: mp 211-217° (dec)
Optical Rotation: [a]D27 +53° (c = 0.8)
Absorption maximum: uv max (water): 267, 235 nm (e 9400, 9300); in 0.1N HCl: 275 nm (e 13600); in 0.1N NaOH: 267 nm (e 9800)
Toxicity data: LD50 in mice (mg/kg): 57 i.v. (Kanzaki)