Home > Name List By other > (2S)-2-[[4-[(2, 4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid

CAS No 59-05-2 , (2S)-2-[[4-[(2,
4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic
acid

  • Name: (2S)-2-[[4-[(2,
    4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic
    acid
  • Synonyms: Antifolan;(2S)-2-[[4-[(2,
    4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic
    acid; 59-05-2; Abitrexate; Trexall;Amethopterin; Ledertrexate; Mexate; Rheumatrex; Methylaminopterin;
  • CAS Registry Number:
  • Transport: UN 1544
  • Melting Point: 195 ºC
  • Density: 1.536 g/cm3
  • Safety Statements: R61;R25;R36/38
  • Hazard Symbols: T: Toxic;
  • EINECS: 200-413-8
  • Molecular Weight: 454.43928
  • InchiKey: FBOZXECLQNJBKD-ZDUSSCGKSA-N
  • InChI: InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-
    4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,
    (H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1
  • Risk Statements: S53;S26;S36/37;S45
  • Molecular Formula: C20H22N8O5
  • Molecular Structure:CAS No:59-05-2 (2S)-2-[[4-[(2,<br />4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic<br />acid

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References of (2S)-2-[[4-[(2,
4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic
acid
Title: Methotrexate
CAS Registry Number: 59-05-2
CAS Name: N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid
Synonyms: 4-amino-N10-methylpteroylglutamic acid; 4-amino-10-methylfolic acid; methylaminopterin; amethopterin; MTX
Manufacturers' Codes: CL-14377
Trademarks: Ledertrexate (Wyeth); Maxtrex (Pharmacia)
Molecular Formula: C20H22N8O5
Molecular Weight: 454.44
Percent Composition: C 52.86%, H 4.88%, N 24.66%, O 17.60%
Literature References: Folic acid antagonist. Prepn: D. R. Seeger et al., J. Am. Chem. Soc. 71, 1753 (1949); J. M. Smith, D. B. Cosulich, US 2512572 (1950 to American Cyanamid). Metabolism: M. V. Freeman, J. Pharmacol. Exp. Ther. 122, 154 (1958); E. S. Henderson et al., Cancer Res. 25, 1008, 1018 (1965). Toxicity data: H. R. Scherf et al., Arzneim.-Forsch. 20, 1467 (1970). Comprehensive description: A. R. Chamberlin et al., Anal. Profiles Drug Subs. 5, 283-306 (1976). Review of metabolism and pharmacokinetics: W. E. Evans, Appl. Pharmacokinet. 1980, 518-548; of clinical pharmacology and toxicity: J. R. Bertino, Cancer Chemother. 3, 359-375 (1981); J. Jolivet et al., N. Engl. J. Med. 309, 1094-1104 (1983). Symposium on clinical experience in rheumatoid arthritis: J. Rheumatol. 12, Suppl. 12, 1-44 (1985). Review of use in leukemia: O. G. Jonsson, B. A. Kamen, Cancer Invest. 9, 53-60 (1991). Clinical trials in Crohn's disease: B. G. Feagan et al., N. Engl. J. Med. 332, 292 (1995); idem et al., ibid. 342, 1627 (2000). CE determn in blood: C.-Y. Kuo et al., J. Chromatogr. A 1014, 93 (2003). Review of pulmonary toxicity: O. Lateef et al., Expert Opin. Drug Saf. 4, 723-730 (2005).
 
Derivative Type: Monohydrate
CAS Registry Number: 6745-93-3
Properties: Yellow crystals from dil HCl, dec 185-204° (bath preheated to 160°). uv max (0.1N HCl): 244, 307 nm; (0.1N NaOH): 257, 302, 370 nm. Soluble in alkaline solns with decompn. LD50 i.v. in rats: 14 mg/kg (Scherf).
Absorption maximum: uv max (0.1N HCl): 244, 307 nm; (0.1N NaOH): 257, 302, 370 nm
Toxicity data: LD50 i.v. in rats: 14 mg/kg (Scherf)
 
Derivative Type: Disodium salt
CAS Registry Number: 7413-34-5
Trademarks: Folex (Pfizer); Mexate (BMS); Rheumatrex (Stada)
Molecular Formula: C20H20N8Na2O5
Molecular Weight: 498.40
Percent Composition: C 48.20%, H 4.04%, N 22.48%, Na 9.23%, O 16.05%
 
Therap-Cat: Antineoplastic; antirheumatic.
Keywords: Antiarthritic/Antirheumatic; Antineoplastic; Antimetabolites; Folic Acid Analogs/Antagonists.