Home > Name List By other > (2S)-2-amino-N-[(2S,3S,4R, 5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3- yl]-3-(4-methoxyphenyl)pr...

CAS No 53-79-2 , (2S)-2-amino-N-[(2S,3S,4R,
5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-
yl]-3-(4-methoxyphenyl)propanamide

  • Name: (2S)-2-amino-N-[(2S,3S,4R,
    5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-
    yl]-3-(4-methoxyphenyl)propanamide
  • Synonyms: P-638; Puromycinum;(2S)-2-amino-N-[(2S,3S,4R,
    5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-
    yl]-3-(4-methoxyphenyl)propanamide; TCMDC-123493; Puromycine; 53-79-2;CHEBI:17939; Puromicina; GNF-PF-2016;
  • CAS Registry Number:
  • Transport: 3249
  • Flash Point: °C
  • Boiling Point: °Cat760mmHg
  • Density: 1.51 g/cm3
  • Safety Statements: Poison by ingestion, intravenous, and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. An antibiotic.
  • Hazard Symbols: Toxic to living cells of all kinds.
  • Flash Point: °C
  • Molecular Weight: 471.50956
  • InchiKey: RXWNCPJZOCPEPQ-NVWDDTSBSA-N
  • InChI: InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16
    (15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,
    18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1
  • Molecular Formula: C22H29N7O5
  • Molecular Structure:CAS No:53-79-2 (2S)-2-amino-N-[(2S,3S,4R,<br />5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-<br />yl]-3-(4-methoxyphenyl)propanamide

Related products

Search by region :

Select to

53-79-2 Adenosine,3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyl-

Contact Supplier

53-79-2 Adenosine,3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyl-

  • United States STRATAGENE null
  • Tel: 858 535 5400
  • Address: United States null,nullUnited States
Contact Supplier

Select to

1/1
References of (2S)-2-amino-N-[(2S,3S,4R,
5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-
yl]-3-(4-methoxyphenyl)propanamide
Title: Puromycin
CAS Registry Number: 53-79-2
CAS Name: 3￠-[[(2S)-2-Amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3￠-deoxy-N,N-dimethyladenosine
Synonyms: L-3￠-(a-amino-p-methoxyhydrocinnamamido)-3￠-deoxy-N,N-dimethyladenosine; 6-dimethylamino-9-[3-deoxy-3-(p-methoxy-L-phenylalanylamino)-b,D-ribofuranosyl]-b-purine; 6-dimethylamino-9-[3￠-(p-methoxy-L-phenylalanylamino)-3￠-deoxy-b,D-ribofuranosyl]purine; stylomycin
Manufacturers' Codes: CL-13900; P-638; 3123-L
Molecular Formula: C22H29N7O5
Molecular Weight: 471.51
Percent Composition: C 56.04%, H 6.20%, N 20.79%, O 16.97%
Literature References: Aminonucleoside antibiotic produced by the soil actinomycete Streptomyces alboniger. Structural analog of aminoacyl-tRNA; inhibits protein synthesis. Isoln: J. N. Porter et al., Antibiot. Chemother. 2, 409 (1952); eidem, US 2763642 (1956 to Am. Cyanamid). Structure: C. W. Waller et al., J. Am. Chem. Soc. 75, 2025 (1953); P. W. Fryth et al., ibid. 80, 2736 (1958). Synthesis: B. R. Baker et al., ibid. 76, 4044 (1954); 77, 12 (1955); M. J. Robins et al., J. Org. Chem. 66, 8204 (2001). Conformation: O. Jardetzky, J. Am. Chem. Soc. 85, 1823 (1963). Effect on protein synthesis: D. Nathans, Proc. Natl. Acad. Sci. USA 51, 585 (1964). Use in gene transfer studies: S. de la Luna et al., Gene 62, 121 (1988). Review: D. Nathans in Antibiotics vol. I, D. Gottlieb, P. D. Shaw, Eds. (Springer-Verlag, New York, 1967) pp 259-277.
Properties: Crystals from water, mp 175.5-177°. [a]D25 -11° (ethanol). uv max (0.1N NaOH): 275 nm (e 20300); in 0.1N HCl: 267.5 nm (e 19500). pKa: 6.8, 7.2. Sparingly sol in water, organic solvents. LD50 in mice (mg/kg): 350 i.v.; 525 i.p.; 675 orally (Porter, 1952).
Melting point: mp 175.5-177°
pKa: pKa: 6.8, 7.2
Optical Rotation: [a]D25 -11° (ethanol)
Absorption maximum: uv max (0.1N NaOH): 275 nm (e 20300); in 0.1N HCl: 267.5 nm (e 19500)
Toxicity data: LD50 in mice (mg/kg): 350 i.v.; 525 i.p.; 675 orally (Porter, 1952)
 
Derivative Type: Dihydrochloride
CAS Registry Number: 58-58-2
Molecular Formula: C22H29N7O5.2HCl
Molecular Weight: 544.43
Percent Composition: C 48.53%, H 5.74%, N 18.01%, O 14.69%, Cl 13.02%
Properties: White crystals or powder. Prepd as the dihydrate, mp 174° (dec). Sol in water.
Melting point: mp 174° (dec)
 
Use: Research tool for studying protein synthesis; cell line selection agent in gene transfer experiments.