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CAS No 364-62-5 , 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide Search by region : Germany

  • Name: 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
  • Synonyms: 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide; Metochlopramide; Moriperan; Metaclopramide; Methochlopramide;Primperan; Maxolon; Reliveran; Reglan; Metoclol;
  • CAS Registry Number:
  • Melting Point: 146-148°C
  • Density: 1.162 g/cm3
  • Refractive index: 1.553
  • Water Solubility: -3.18 in water
  • Safety Statements: Poison by ingestion, subcutaneous, and intravenous routes. Human systemic effects by ingestion or intravenous routes: tremors, high blood pressure and abnormal catecholamine levels in the sympathetic nervous system, diplopia. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and Cl−.
  • EINECS: 206-662-9
  • Molecular Weight: 299.79638
  • InchiKey: TTWJBBZEZQICBI-UHFFFAOYSA-N
  • InChI: InChI=1S/C14H22ClN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)
    20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19)
  • Molecular Formula: C14H22ClN3O2
  • Molecular Structure:CAS No:364-62-5 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide

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364-62-5 METOCLOPRAMIDE

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References of 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
Title: Metoclopramide
CAS Registry Number: 364-62-5
CAS Name: 4-Amino-5-chloro-N-[(2-diethylamino)ethyl]-2-methoxybenzamide
Synonyms: 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-o-anisamide; 4-amino-5-chloro-2-methoxy-N-(b-diethylaminoethyl)benzamide
Manufacturers' Codes: DEL-1267
Trademarks: Elieten (Nippon Kayaku); Eucil (Farmasa); Imperan (Millet); Reliveran (Finadiet)
Molecular Formula: C14H22ClN3O2
Molecular Weight: 299.80
Percent Composition: C 56.09%, H 7.40%, Cl 11.83%, N 14.02%, O 10.67%
Literature References: Substituted benzamide with neuroleptic activity. Prepn: BE 620543; Thominet, US 3177252 (1962, 1965 to Soc. d'Etudes Sci. Ind. de l'Ile-de-France); R. Pakula et al., Arch. Pharm. 313, 297 (1980). Colorimetric determn in plasma and solubility: G. Pitel, T. Luce, Ann. Pharm. Fr. 23, 673 (1965). Dopamine D2 receptor antagonist (adenylate cyclase independent receptors): J. W. Kebabian, D. B. Calne, Nature 277, 93 (1979). Pharmacology: M. A. Smith, F. J. Salter, Drug Intell. Clin. Pharm. 14, 169 (1980). Pharmacokinetics: H. Vergin et al., Arzneim.-Forsch. 33, 458 (1983). Review of efficacy in psychiatric disorders: E. D. Peselow, M. Stanley, Adv. Biochem. Psychopharmacol. 35, 163-194 (1982); of pharmacology and clinical use: R. A. Harrington et al., Drugs 25, 451-494 (1983); ibid., Suppl. 1, 1-88. Comprehensive description: D. Pitré, R. Stradi, Anal. Profiles Drug Subs. 16, 327-361 (1987).
Properties: mp 146.5-148°. Soly at 25° (g/100 ml): water 0.02; 95% ethanol 2.30; abs ethanol 1.90; benzene 0.10; chloroform 6.60.
Melting point: mp 146.5-148°
 
Derivative Type: Dihydrochloride monohydrate
Trademarks: Emetid (Virbac); Gastronerton (Dolorgiet); Primperan (Delagrange)
Molecular Formula: C14H22ClN3O2.2HCl.H2O
Molecular Weight: 390.73
Percent Composition: C 43.03%, H 6.71%, Cl 27.22%, N 10.75%, O 12.28%
Properties: Crystals, dec 145°. Soly at 25° (g/100 ml): water 48; ethanol (95%) 9; abs ethanol 6; benzene 0.10; chloroform 0.10. Stable in acids solns. Unstable in strongly alkaline solns.
 
Derivative Type: Monohydrochloride monohydrate
CAS Registry Number: 54143-57-6
Manufacturers' Codes: AHR-3070-C
Trademarks: Cerucal (Temmler); Clopromate (Purdue Frederick); Duraclamid (Durachemie); Emperal (Orion); Gastrese (Wyeth); Gastrobid (Napp); Gastromax (Farmitalia); Gastrosil (Heumann); Gastro-Tablinen (Sanorania); Maxeran (Aventis); Maxolon (GSK); Meclopran (Lagap); Metamide (Protea); Metoclol (Toyama); Metocobil (Vita); Metramid (Nicholas); Moriperan (Morishita); Mygdalon (DDSA); Parmid (Lagap); Paspertin (Kali-Chemie); Peraprin (Taiyo); Plasil (Lepetit); Pramiel (Teikoku Kagaku); Reglan (Wyeth)
Molecular Formula: C14H22ClN3O2.HCl.H2O
Molecular Weight: 354.27
Percent Composition: C 47.46%, H 7.11%, Cl 20.01%, N 11.86%, O 13.55%
Properties: White crystalline powder, mp 182.5-184°. Sol in water.
Melting point: mp 182.5-184°
 
Therap-Cat: Antiemetic.
Keywords: Antiemetic; Dopamine Receptor Antagonist.