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CAS No 15421-84-8 , N,N-diethyl-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

  • Name: N,N-diethyl-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
  • Synonyms: Rocornal; AR 12008; Trapymin; NCGC00016715-01; Trapidilum [INN-Latin]; EINECS 239-434-2; 15421-84-8; BRN 0186842;N,N-diethyl-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine;
  • CAS Registry Number:
  • Density: 1.21 g/cm3
  • Refractive index: 1.625
  • EINECS: 239-434-2
  • Molecular Weight: 205.2596
  • InchiKey: GSNOZLZNQMLSKJ-UHFFFAOYSA-N
  • InChI: InChI=1S/C10H15N5/c1-4-14(5-2)9-6-8(3)13-10-11-7-12-15(9)10/h6-7H,4-5H2,
    1-3H3
  • Molecular Formula: C10H15N5
  • Molecular Structure:CAS No:15421-84-8 N,N-diethyl-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

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References of N,N-diethyl-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
Title: Trapidil
CAS Registry Number: 15421-84-8
CAS Name: N,N-Diethyl-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
Synonyms: 7-diethylamino-5-methyl-s-triazolo[1,5-a]pyrimidine; trapymin
Manufacturers' Codes: AR-12008
Trademarks: Avantrin (Inverni); Rocornal (Rodleben)
Molecular Formula: C10H15N5
Molecular Weight: 205.26
Percent Composition: C 58.51%, H 7.37%, N 34.12%
Literature References: First triazolopyrimidine registered as a drug. Prepn: E. Tenor et al., DD 55956 (1967), C.A. 67, 90830f (1967); E. Tenor, R. Ludwig, Pharmazie 26, 534 (1971). Physical and chemical properties: S. Pfeifer et al., ibid. 539. Pharmacology and toxicology: H. Fuller et al., ibid. 554. Metabolic studies: S. Pfeifer et al., ibid. 549; ibid. 27, 752 (1972); I. Bornschein et al., ibid. 33, 51 (1978). Mechanism of action: K. Satoh et al., Arzneim.-Forsch. 30, 1264 (1980). Antiarrhythmic activities in rabbits: M. Sakanashi et al., ibid. 33, 215 (1983). Clinical hemodynamic effects: M. Di Donato et al., ibid. 35, 1295 (1985). GC determn in biological fluids: A. Marzo et al., ibid. 37, 947 (1987).
Properties: White to yellowish, odorless and bitter crystalline powder, mp 98-99.4° (Pfeifer); 102-104° from heptane (Tenor). Eutectic temp of mixture with azobenzene: 48°. Very sol in water, 1N sulfuric acid, 10% ammonium hydroxide; easily sol in methanol, isopropanol, n-butanol, chloroform and benzene; sol in ether. Practically insol in hexane, heptane. pKs = 2.79. uv max (methanol): 222, 270, 307 nm (log e 4.28, 3.83, 4.28). Very stable except under extremely alk conditions. LD50 in mice, rats (mg/kg): 115, 76 i.v.; 380, 235 orally; 155, 100 i.p.; 132, 100 s.c. (Fuller).
Melting point: mp 98-99.4° (Pfeifer); 102-104° from heptane (Tenor)
pKa: pKs = 2.79
Absorption maximum: uv max (methanol): 222, 270, 307 nm (log e 4.28, 3.83, 4.28)
Toxicity data: LD50 in mice, rats (mg/kg): 115, 76 i.v.; 380, 235 orally; 155, 100 i.p.; 132, 100 s.c. (Fuller)
 
Derivative Type: Hydrochloride
Molecular Formula: C10H15N5.HCl
Molecular Weight: 241.72
Percent Composition: C 49.69%, H 6.67%, N 28.97%, Cl 14.67%
Properties: mp 212°.
Melting point: mp 212°
 
Therap-Cat: Vasodilator (coronary).
Keywords: Vasodilator (Coronary).