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CAS No 51-34-3 , Scopolamine

  • Name: Scopolamine
  • Synonyms: 9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-ol (-)-alpha-(hydroxymethyl)benzeneacetate;Scopolamine;
  • CAS Registry Number:
  • Melting Point: 59 ºC
  • Density: 1.31
  • Safety Statements: Poison by intravenous, intraperitoneal, and subcutaneous routes. Moderately toxic by ingestion. Human systemic effects from very small amounts by subcutaneous and intramuscular routes: changes in surface EEG, distorted perceptions, excitement, hallucinations, and mydriasis. It can cause the individual who is affected to lose a certain amount of his normal inhibitory control. It is for that reason that it has been called “truth serum.” An experimental teratogen. Experimental reproductive effects. Human mutation data reported. In many cases of poisoning from this material, and even to a certain extent following its medical application, there is retention of the urine caused by paralysis of the bladder, and catheterization is necessary. The fatal dose is variable. Death has occurred from as little as 0.6 mg, while recovery has occurred from doses of 7–15 mg. An anticholinergic drug. When heated to decomposition it emits highly toxic fumes of NOx. See also ESTERS.
  • Hazard Symbols: T+
  • EINECS: 200-090-3
  • Molecular Weight: 303.35
  • InChI: InChI=1/C9H10O3.C8H13NO2/c10-6-8(9(11)12)7-4-2-1-3-5-7;1-9-5-2-4(10)3-6(9)8-7(5)11-8/h1-5,8,10H,6H2,(H,11,12);4-8,10H,2-3H2,1H3
  • Risk Statements: 26/27/28
  • Molecular Formula: C17H21NO4
  • Molecular Structure:CAS No:51-34-3 Scopolamine
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51-34-3 Hyoscine

  • IUPAC NAME-(-)-(S)-3-Hydroxy-2-phenylpropionic acid (1R,2R,4S,7S,9S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester MOLECULAR FORMULA-C17H21NO4 MOLAR MASS-303.353 g/mol Postoperative nausea and vomiting and sea sickness, leading to its use by...
  • India Swapnroop Drugs & Pharmaceuticals [Manufacturer, Trading Company]
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51-34-3 SCOPOLAMINE BASE

  • Germany CHEMOS GmbH [Manufacturer]
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  • Address: CHEMOS GmbH
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    Germany null,nullGermany
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51-34-3 Benzeneacetic acid, a-(hydroxymethyl)-, (1a,2b,4b,5a,7b)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-ylester, (aS)-

  • China YiPeng Chemical [Manufacturers]
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  • Address: Building 4,High-tech Industrial Park,No. 588 Feijiatang Road,Xiacheng District, Hangzhou, China null,ZheJiangChina
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51-34-3 Scopolamine

  • China Beijing Mediking Biopharm Co., Ltd [Manufacturer]
  • Tel: +86-10-81769620/ +86-10-81769521
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51-34-3 Benzeneacetic acid, a-(hydroxymethyl)-, (1a,2b,4b,5a,7b)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-ylester, (aS)-

  • China Xi'an app-chem bio(tech) co.,ltd [Manufacturers]
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  • Address: Gazelle Valley,No.69,Jinye Road xi'an,shangxiChina
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51-34-3 SCOPOLAMINE(HYOSCINE)

  • Germany Boehringer Ingelheim GmbH [Manufacturer]
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51-34-3 SCOPOLAMINE)

  • China Nanjing Chemlin Chemical Industry Co.,Ltd. [Manufacturer]
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References of Scopolamine
Title: Scopolamine
CAS Registry Number: 51-34-3
CAS Name: (aS)-a-(Hydroxymethyl)benzeneacetic acid (1a,2b,4b,5a,7b)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester
Synonyms: 6b,7b-epoxy-1aH,5aH-tropan-3a-ol (-)-tropate; 6b,7b-epoxy-3a-tropanyl S-(-)-tropate; 6,7-epoxytropine tropate; scopine tropate; tropic acid ester with scopine; hyoscine; l-scopolamine
Trademarks: Scopoderm TTS (Novartis); Transcop (Recordati); Transderm Scop (Novartis)
Molecular Formula: C17H21NO4
Molecular Weight: 303.35
Percent Composition: C 67.31%, H 6.98%, N 4.62%, O 21.10%
Literature References: Anticholinergic, tropane alkaloid isolated from Datura metel L., Scopola carniolica Jacq. and other Solanaceae. Constituent of impure duboisine from Duboisia myoporoides R. Br., pure duboisine is l-hyoscyamine, q.v. Isoln: A. Ladenburg, Ann. 206, 274 (1881); E. Schmidt, Arch. Pharm. 230, 207 (1892). Identity with hyoscine: O. Hesse, Ann. 271, 100 (1892); idem, J. Prakt. Chem. 66, 194 (1902). Absorption spectra: J. J. Dobbie, J. J. Fox, J. Chem. Soc. 103, 1194 (1913). Resolution of isomers and review of early literature: H. King, ibid. 1919, 476. Extraction procedure: F. Chemnitius, J. Prakt. Chem. 120, 221 (1928). Structural studies: J. Gadamer, F. Hammer, Arch. Pharm. 259, 122 (1921); K. Hess, O. Wahl, Ber. 55, 1979 (1922); R. Willst?tter, E. Berner, ibid. 56, 1079 (1923); W. Steffens, Arch. Pharm. 262, 205 (1924). Configuration: G. Fodor, Nature 170, 278 (1952); J. Meinwald, J. Chem. Soc. 1953, 712. Review of stereochemistry: G. Fodor, Tetrahedron 1, 86 (1957). Absolute configuration of tropic acid moiety: G. Fodor, G. Csepreghy, Tetrahedron Lett. 1959, 16; eidem, J. Chem. Soc. 1961, 3222. Synthesis of DL-form: G. Fodor et al., Chem. Ind. (London) 1956, 764; P. Dobo et al., J. Chem. Soc. 1959, 3461. Clinical evaluation in motion sickness: J. J. Brand, P. Whittingham, Lancet 2, 232 (1970); in peripheral vertigo: T. Rahko, P. Karma, J. Laryngol. Otol. 99, 653 (1985). Acute toxicity of the hydrobromide: Stockhaus, Wick, Arch. Int. Pharmacodyn. Ther. 180, 155 (1969). Review of CNS effects in humans: D. J. Safer, R. P. Allen, Biol. Psychiatry 3, 347-355 (1971); of use in anesthesia: L. E. Shutt, J. B. Bowles, Anaesthesia 34, 476-490 (1979); of pharmacology and clinical efficacy: S. P. Clissold, R. C. Heel, Drugs 29, 189-207 (1985). Comprehensive description: F. J. Muhtadi, M. M. A. Hassan, Anal. Profiles Drug Subs. 19, 477-551 (1990).
Properties: Viscous liquid. pKa 7.55-7.81. [a]D20 -28° (c = 2.7). Sol in 9.5 parts water at 15°. Forms a cryst monohydrate, mp 59°. Freely sol in hot water, in alcohol, ether, chloroform, acetone. Sparingly sol in benzene, petr ether. Easily hydrolyzed by acids or alkalies. Dec on standing.
Melting point: mp 59°
pKa: pKa 7.55-7.81
Optical Rotation: [a]D20 -28° (c = 2.7)
 
Derivative Type: Hydrobromide trihydrate
CAS Registry Number: 114-49-8
Synonyms: Scopolammonium bromide
Molecular Formula: C17H21NO4.HBr.3H2O
Molecular Weight: 438.31
Percent Composition: C 46.58%, H 6.44%, N 3.20%, O 25.55%, Br 18.23%
Properties: Orthorhombic sphenoidal crystals from water, slightly efflorescent in dry air. mp 195° (after drying at 105° for 3 hours). [a]D25 -24 to -26° (c = 5, calculated on anhydrous basis). uv max (methanol) 246, 252, 258, 264 nm (A1%1cm 3.5, 4.0, 4.5, 3.0). pH of 0.05M soln 5.85. One gram dissolves in 1.5 ml water, 20 ml alcohol. Slightly sol in chloroform. Practically insol in ether. LD50 in rats (mg/kg): 3800 s.c. (Stockhaus, Wick).
Melting point: mp 195° (after drying at 105° for 3 hours)
Optical Rotation: [a]D25 -24 to -26° (c = 5, calculated on anhydrous basis)
Absorption maximum: uv max (methanol) 246, 252, 258, 264 nm (A1%1cm 3.5, 4.0, 4.5, 3.0)
Toxicity data: LD50 in rats (mg/kg): 3800 s.c. (Stockhaus, Wick)
 
Derivative Type: Hydrochloride
CAS Registry Number: 55-16-3
Molecular Formula: C17H21NO4.HCl
Molecular Weight: 339.81
Percent Composition: C 60.09%, H 6.53%, N 4.12%, O 18.83%, Cl 10.43%
Properties: Crystals from acetone, mp 200°. Dihydrate, prisms from water, melts in water of crystn at 80°. Very sol in water and alcohol. pH of 0.05M soln 5.85.
Melting point: mp 200°
 
Derivative Type: Methyl bromide see Methscopolamine Bromide
 
Derivative Type: Methyl nitrate
CAS Registry Number: 6106-46-3
Synonyms: Methscopolamine nitrate
Molecular Formula: C17H21NO4.CH3NO3
Molecular Weight: 380.39
Percent Composition: C 56.83%, H 6.36%, N 7.36%, O 29.44%
Properties: Crystals. Freely sol in water, dil alcohol; slightly sol in abs alcohol.
 
Derivative Type: DL-Form
Synonyms: Atroscine
Properties: Dihydrate, chisel-shaped prisms from ethanol + water, mp 38-40°. Monohydrate, efflorescent crystals, mp 55-57°. Anhydrous, long prisms, mp 82-83°. Very slightly sol in water; sol in alc, chloroform, ether, oils.
Melting point: mp 38-40°; mp 55-57°; mp 82-83°
 
Therap-Cat: In treatment of motion sickness; antiemetic; antispasmodic; mydriatic; preanesthetic medicant.
Therap-Cat-Vet: Preanesthetic medicant.
Keywords: Antiemetic; Mydriatic; Antispasmodic; Antimuscarinic.