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CAS No 64241-34-5 , ethyl N-[[6-[ethyl(2-hydroxypropyl)amino]pyridazin-3-yl]amino]carbamate

  • Name: ethyl N-[[6-[ethyl(2-hydroxypropyl)amino]pyridazin-3-yl]amino]carbamate
  • Synonyms: Cadralazina [INN-Spanish]; NCGC00182063-02;Cadralazina [Spanish]; Cadralazinum [INN-Latin]; BRN 0894631; 64241-34-5; ISF 2469;ethyl N-[[6-[ethyl(2-hydroxypropyl)amino]pyridazin-3-yl]amino]carbamate; DC-826;
  • CAS Registry Number:
  • Density: 1.253 g/cm3
  • Refractive index: 1.59
  • Safety Statements: Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
  • Molecular Weight: 283.32684
  • InchiKey: QLTVVOATEHFXLT-UHFFFAOYSA-N
  • InChI: InChI=1S/C12H21N5O3/c1-4-17(8-9(3)18)11-7-6-10(13-15-11)14-16-12(19)20-
    5-2/h6-7,9,18H,4-5,8H2,1-3H3,(H,13,14)(H,16,19)
  • Molecular Formula: C12H21N5O3
  • Molecular Structure:CAS No:64241-34-5 ethyl N-[[6-[ethyl(2-hydroxypropyl)amino]pyridazin-3-yl]amino]carbamate

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References of ethyl N-[[6-[ethyl(2-hydroxypropyl)amino]pyridazin-3-yl]amino]carbamate
Title: Cadralazine
CAS Registry Number: 64241-34-5
CAS Name: 2-[6-[Ethyl(2-hydroxypropyl)amino]-3-pyridazinyl]hydrazinecarboxylic acid ethyl ester
Synonyms: ethyl 6-[ethyl(2-hydroxypropyl)amino]-3-pyridazinecarbazate; 3-(2-carbethoxyhydrazino)-6-[N-(2-hydroxypropyl)ethylamino]pyridazine
Manufacturers' Codes: DC-826; ISF-2469
Trademarks: Cadral (Novartis); Cadraten (ISF); Cadrilan (Novartis); Presmode (Sankyo)
Molecular Formula: C12H21N5O3
Molecular Weight: 283.33
Percent Composition: C 50.87%, H 7.47%, N 24.72%, O 16.94%
Literature References: Peripheral vasodilator similar to hydralazine, q.v. Prepn: C. Carpi et al., BE 811847; eidem, US 3925381; US 4002753 (1974, 1975, 1977 all to ISF); F. Parravicini et al., Farmaco Ed. Sci. 34, 299 (1979). Analytical profile: L. Citerio et al., Boll. Chim. Farm. 120, 222 (1981). Pharmacology: C. Semeraro et al., J. Cardiovasc. Pharmacol. 3, 455 (1981). HPLC determn in plasma and urine: T. Crolla et al., J. Chromatogr. 310, 139 (1984). Hemodynamic effects in dogs: L. Dorigotti et al., Arzneim.-Forsch. 34, 984 (1984); in humans: B. Persson et al., Eur. J. Clin. Pharmacol. 31, 513 (1987). Pharmacokinetics and metabolism in humans: H. Schütz et al., Eur. J. Drug Metab. Pharmacokinet. 10, 147 (1985); S. A. Hauffe et al., ibid. 217. Preliminary clinical evaluations: R. Buoninconti, M. Motolese, Int. J. Clin. Pharmacol. Ther. Toxicol. 23, 613 (1985); A. Salvadeo et al., Arzneim.-Forsch. 35, 623 (1985).
Properties: Crystals from acetone, mp 160-162°. pKa 6.0. uv max: 248, 340 nm (e 22100, 2250). Soly (mg/ml): water 1.3; HCl 235.0; DMSO 323.0; methanol 21.0; dioxane 18.6; chloroform 8.5; diethyl ether, benzene, cyclohexane <0.1. LD50 in rats, dogs (mg/kg): 269, approx 400 i.v.; 2060, >2000 orally (Semeraro); in mice (mg/kg): 700 i.p. (Parravicini).
Melting point: mp 160-162°
pKa: pKa 6.0
Absorption maximum: uv max: 248, 340 nm (e 22100, 2250)
Toxicity data: LD50 in rats, dogs (mg/kg): 269, approx 400 i.v.; 2060, >2000 orally (Semeraro); in mice (mg/kg): 700 i.p. (Parravicini)
Therap-Cat: Antihypertensive.
Keywords: Antihypertensive; Hydrazines/Phthalazines.