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CAS No 147149-76-6 , 2-amino-6-methyl-5-pyridin-4-ylsulfanyl-1H-quinazolin-4-one

  • Name: 2-amino-6-methyl-5-pyridin-4-ylsulfanyl-1H-quinazolin-4-one
  • Synonyms: Nolatrexed [INN];2-amino-6-methyl-5-pyridin-4-ylsulfanyl-1H-quinazolin-4-one;147149-76-6; NSC648316; NCGC00181023-01; SureCN710461; UNII-K75ZUN743Q; SureCN18489; AC1L33IB;
  • CAS Registry Number:
  • Flash Point: 252.3°C
  • Boiling Point: 493.6°Cat760mmHg
  • Density: 1.46g/cm3
  • Refractive index: 1.747
  • Flash Point: 252.3°C
  • Molecular Weight: 284.33628
  • InchiKey: XHWRWCSCBDLOLM-UHFFFAOYSA-N
  • InChI: InChI=1S/C14H12N4OS/c1-8-2-3-10-11(13(19)18-14(15)17-10)12(8)20-9-4-6-
    16-7-5-9/h2-7H,1H3,(H3,15,17,18,19)
  • Molecular Formula: C14H12N4OS
  • Molecular Structure:CAS No:147149-76-6 2-amino-6-methyl-5-pyridin-4-ylsulfanyl-1H-quinazolin-4-one

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References of 2-amino-6-methyl-5-pyridin-4-ylsulfanyl-1H-quinazolin-4-one
Title: Nolatrexed
CAS Registry Number: 147149-76-6
CAS Name: 2-Amino-6-methyl-5-(4-pyridinylthio)-4(1H)-quinazolinone
Synonyms: 2-amino-3,4-dihydro-6-methyl-4-oxo-5-(4-pyridylthio)quinazoline; 2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)-3H-quinazolin-4-one
Molecular Formula: C14H12N4OS
Molecular Weight: 284.34
Percent Composition: C 59.14%, H 4.25%, N 19.70%, O 5.63%, S 11.28%
Literature References: Antifolate thymidylate synthase inhibitor. Prepn: S. E. Webber et al., WO 9320055; eidem, US 5707992 (1993, 1998 both to Agouron); S. E. Webber et al., J. Med. Chem. 36, 733 (1993). Solid-state properties: A. K. Dash, P. Tyle, J. Pharm. Sci. 85, 1123 (1996). Pharmacology: S. Webber et al., Cancer Chemother. Pharmacol. 37, 509 (1996). Clinical pharmacokinetics: I. Rafi et al., Clin. Cancer Res. 1, 1275 (1995). Clinical evaluation in hepatocellular carcinoma: K. Stuart et al., Cancer 86, 410 (1999).
Properties: Tan solid, mp 301-302°.
Melting point: mp 301-302°
 
Derivative Type: Dihydrochloride
CAS Registry Number: 152946-68-4
Manufacturers' Codes: AG-337
Trademarks: Thymitaq (Zarix)
Molecular Formula: C14H12N4OS.2HCl
Molecular Weight: 357.26
Percent Composition: C 47.07%, H 3.95%, N 15.68%, O 4.48%, S 8.98%, Cl 19.85%
Properties: Hygroscopic; occurs as a dihydrate. Sol in water. pKa 4.1; 5.9; 9.8. Partition coefficient (octanol/water) at 25°: 1.9. Upon heating, dehydrates and forms metastable, plate-like crystals, mp 213°. Recrystallizes at 261° into stable, needle-like crystals, mp 312° (dec).
Melting point: mp 213°; mp 312° (dec)
pKa: pKa 4.1; 5.9; 9.8
Log P: Partition coefficient (octanol/water) at 25°: 1.9
 
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Antimetabolites; Folic Acid Analogs/Antagonists.