cyclopentamine hydrochloride

CAS No.
538-02-3
Chemical Name:
cyclopentamine hydrochloride
Synonyms
CyclopentaMin Hy;Clopane Hydrochloride;Cyclonarol Hydrochloride;Cyclopentadrin Hydrochloride;cyclopentamine hydrochloride;Cyclopentadrine Hydrochloride;N,α-DiMethylcyclopentaneethylaMine Hydrochloride;N,α-DiMethylcyclopentaneethanaMine Hydrochloride;1-cyclopentyl-N-methylpropan-2-amine hydrochloride;1-cyclopentyl-N-methyl-propan-2-amine hydrochloride
CBNumber:
CB5901432
Molecular Formula:
C9H20ClN
Molecular Weight:
177.7148
MDL Number:
MOL File:
538-02-3.mol
Last updated:2023-05-15 10:44:01

cyclopentamine hydrochloride Properties

Melting point 114.5°C
Boiling point 292.98°C (rough estimate)
Density 0.9875 (rough estimate)
refractive index 1.6224 (estimate)
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
color White to Off-White
FDA UNII F551446KF3

cyclopentamine hydrochloride price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 007332 Cyclopentamine Hydrochloride 538-02-3 25mg $460 2021-12-16 Buy
American Custom Chemicals Corporation API0002149 CYCLOPENTAMINE HYDROCHLORIDE 95.00% 538-02-3 250MG $1963.5 2021-12-16 Buy
Medical Isotopes, Inc. 44791 CyclopentamineHCl 538-02-3 250mg $2200 2021-12-16 Buy
American Custom Chemicals Corporation API0002149 CYCLOPENTAMINE HYDROCHLORIDE 95.00% 538-02-3 25MG $329.7 2021-12-16 Buy
Product number Packaging Price Buy
007332 25mg $460 Buy
API0002149 250MG $1963.5 Buy
44791 250mg $2200 Buy
API0002149 25MG $329.7 Buy

cyclopentamine hydrochloride Chemical Properties,Uses,Production

Originator

Clopane,Lilly,US,1951

Uses

Cyclopentamine is a sympathomimetic alkylamine. Cyclopentamine is a vasoconstrictor that acts as a releasing agent of the neurotransmitters norepinephrine, epinephrine and dopamine.

Manufacturing Process

A mixture of 126 g (1.5 mols) of cyclopentanone, 128 g (1.5 mols) cyanoacetic acid, 31 g (0.5 mol) of ammonium acetate and 200 cc of dry benzene is heated under a refluxing condenser and a water trap. The mixture is refluxed for about 12 hours after which time no more water collects in the trap, and the formation of cyclopentylideneacetonitrile is complete. The reaction mixture comprising a mixture of cyclopentylideneacetonitrile and cyclopentylideneacetic acid is washed with about one liter of 2% hydrochloric acid and the benzene layer is separated and the mixture is distilled to cause decarboxylation of the cyclopentylideneacetic acid present. The distillate comprising cyclopentylideneacetonitrile which boils at 172° to 175°C is purified by distillation.
A mixture of 53.5 g (0.5 mol) of cyclopentylideneacetonitrile dissolved in 50 cc of absolute ethanol and 0.5 g of a palladium-carbon catalyst is hydrogenated with hydrogen at a pressure of about 40 lb for about 3 hours. An additional amount of 0.8 g of palladium-carbon catalyst is then added and the hydrogenation continued for about 4 hours during which time the reduction is substantially completed and the cyclopentylideneacetonitrile is converted to cyclopentylacetonitrile. The reaction mixture is filtered to remove the catalyst and the alcohol is evaporated in vacuo.
The residue comprising chiefly cyclopentylacetonitrile is washed with dilute hydrochloric acid to remove any amine which may have been formed during the hydrogenation process, and the organic residue comprising cyclopentylacetonitrile is dissolved in ether, the ether solution dried over anhydrous magnesium sulfate and distilled. The cyclopentylacetonitrile boils at 185° to 187°C and has a refractive index of nD25 = 1.4456.
To an ethereal solution of methyl magnesium iodide prepared from 26.7 g (1.1 mols) of magnesium and 160 g (1.13 mols) of methyl iodide in 200 cc of dry ether, is added a solution of 79 g (0.72 mol) of cyclopentylacetonitrile in 100 cc of dry ether. The reaction mixture is refluxed for 4 hours. The reaction mixture is then decomposed with ice in the usual way, and the ether layer containing the cyclopentylacetone is separated, is dried over anhydrous magnesium sulfate and the ether removed by evaporation. The residue comprising cyclopentylacetone is purified by distillation in vacuo. The cyclopentylacetone boils at 82° to 84°C at about 32 mm pressure.
A mixture of 75 g (0.6 mol) of cyclopentylacetone, 75 g (2.4 mols) of methylamine, and 10 g of Raney nickel catalyst is placed in a high pressure bomb previously cooled to a temperature below -6°C, and hydrogen is admitted under an initial pressure of about 2,000 psi. The bomb is then heated to about 135° to 150°C for about 2 hours, during which time reductive amination takes place and 1-cyclopentyl-2-methylaminopropane is produced. During the period of heating the reaction mixture is agitated by rocking the bomb. The bomb is then cooled and opened thus permitting the escape of hydrogen and most of the excess methylamine. The reaction mixture is filtered to remove the nickel catalyst and the filtrate comprising 1-cyclopentyl- 2-methylaminopropane is purified by distillation under reduced pressure. 1- Cyclopentyl-2-methylaminopropane boils at 83° to 86°C at about 30 mm pressure.
1-Cyclopentyl-2-methylaminopropane thus produced is a colorless liquid of slightly ammoniacal odor. It has a refractive of nD25 = 1.4500. Analysis showed the presence of 9.79% N as compared with a calculated value of 9.99% N.
141 g (1 mol) of 1-cyclopentyl-2-methylaminopropane are dissolved in 500 cc of dry ether, and dry hydrogen chloride is passed into the solution until the weight of the mixture and container has increased by 36 g. During the addition of the hydrogen chloride, the hydrochloric acid addition salt of 1- cyclopentyl-2-methylaminopropane precipitates as a white powder. The salt is filtered off and washed with dry ether. 1-Cyclopentyl-2-methylaminopropane hydrochloride thus prepared melts at about 113° to 115°C. The yield is practically quantitative.

brand name

Clopane Hydrochloride (Lilly).

Therapeutic Function

Vasoconstrictor

cyclopentamine hydrochloride Preparation Products And Raw materials

cyclopentamine hydrochloride Suppliers

Global( 21)Suppliers
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Chembon Pharmaceutical Co., Ltd.
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Shaanxi Dideu Medichem Co. Ltd
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Guangzhou CATO Research Chemicals Inc.
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J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chemsky (shanghai) International Co.,Ltd 021-50135380 shchemsky@sina.com China 15402 60
Chembon Pharmaceutical Co., Ltd. 028-84252981 sales@chembon.com.cn China 814 64
BOC Sciences 16314854226 info@bocsci.com United States 9923 65
Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 +86-13028896684; sales@rrkchem.com China 57401 58
Energy Chemical 021-58432009 400-005-6266 marketing@energy-chemical.com China 44918 58
Shaanxi Dideu Medichem Co. Ltd 029-61856358 15229202216 1020@dideu.com China 10009 58
Cyclopentadrin Hydrochloride Cyclopentadrine Hydrochloride CyclopentaMin Hy N,α-DiMethylcyclopentaneethanaMine Hydrochloride N,α-DiMethylcyclopentaneethylaMine Hydrochloride cyclopentamine hydrochloride (2-cyclopentyl-1-methyl-ethyl)-methyl-amine hydrochloride 1-cyclopentyl-N-methyl-propan-2-amine hydrochloride 1-cyclopentyl-N-methylpropan-2-amine hydrochloride Clopane Hydrochloride Cyclonarol Hydrochloride 538-02-3