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DICYCLOMINE HYDROCHLORIDE

Product Name
DICYCLOMINE HYDROCHLORIDE
CAS No.
67-92-5
Chemical Name
DICYCLOMINE HYDROCHLORIDE
Synonyms
DICYCLOMINE HCL;Dicycloverine HCl;dyspas;atumin;Bentyl);mamiesan;oxityl-p;merbentyl;Magesan P;bentomine
CBNumber
CB2285591
Molecular Formula
C19H36ClNO2
Formula Weight
345.95
MOL File
67-92-5.mol
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DICYCLOMINE HYDROCHLORIDE Property

Melting point:
164-166°C
storage temp. 
-20°C Freezer
solubility 
H2O: 50 mg/mL
form 
powder
color 
off-white
BCS Class
2/4
EPA Substance Registry System
2-Diethylaminoethyl bicyclohexyl-1-carboxylate hydrochloride (67-92-5)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
DT7350000
HS Code 
2922199695
Toxicity
LD50 orl-rat: 1290 mg/kg DRUGAY 6,317,82
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D7909
Product name
Dicyclomine hydrochloride
Purity
≥99% (TLC), powder
Packaging
5g
Price
$46.7
Updated
2024/03/01
Sigma-Aldrich
Product number
1191000
Product name
Dicyclomine hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
125mg
Price
$436
Updated
2024/03/01
Cayman Chemical
Product number
23867
Product name
Dicyclomine (hydrochloride)
Purity
≥98%
Packaging
500mg
Price
$20
Updated
2024/03/01
Cayman Chemical
Product number
23867
Product name
Dicyclomine (hydrochloride)
Purity
≥98%
Packaging
1g
Price
$33
Updated
2024/03/01
Sigma-Aldrich
Product number
D1060000
Product name
Dicycloverine hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
d1060000
Price
$153
Updated
2024/03/01
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DICYCLOMINE HYDROCHLORIDE Chemical Properties,Usage,Production

Description

Dicyclomine is an M1 and M2 muscarinic acetylcholine receptor antagonist (Kis = 3.16 and 44.7 nM, respectively). It inhibits inositol phosphate accumulation induced by the non-selective acetylcholine agonist carbamoylcholine (carbachol; ) in guinea pig cortex (Ki = 12 nM; pA2 = 7.88). Dicyclomine (10 mg/kg, i.v.) inhibits potassium-induced contraction of ileum, colon, and duodenum in anesthetized rats by 21.85, 30.81, and 37.86%, respectively. Formulations containing dicyclomine have been used to treat functional and irritable bowel syndrome and to relieve muscle spasms in the gastrointestinal tract.

Chemical Properties

White Crystalline Powder

Originator

Bentyl ,Merrell National ,US,1950

Uses

Dicyclomine Hydrochloride can be used as medication to treat gastric diseases.

Uses

anticholinergic

Uses

Used as a gastrointestinal antispasmodic antacid

Definition

ChEBI: The hydrochloride salt of dicyclomine. An anticholinergic, it is used to treat or prevent spasm in the muscles of the gastrointestinal tract, particularly that associated with irritable bowel syndrome.

Manufacturing Process

155 grams of 1-phenylcyclohexanecyanide, 350 cc of concentrated sulfuric acid and 1,130 cc of ethyl alcohol are refluxed vigorously for 48 hours. The remaining alcohol is then removed by vacuum distillation and the residue is poured into 1 liter of ice water. An oil separates which is extracted 3 times with 200 cc portions of petroleum ether, the extracts are combined and heated on a steam bath to remove the ether. The resulting crude ester may be used directly for the reesterification operation or it may be distilled to purify it first. A mixture of the ester so obtained, 155 grams of βdiethylaminoethanol and 800 cc of dry xylene are placed in a reaction vessel with about 2 grams of sodium. The vessel is heated in an oil bath at 150°- 160°C. A xylene-ethanol azeotrope distills over at about 78°-82°C over a period of 2 to 3 hours. The distillate is cooled and shaken with about 3 times its volume of water, the decrease in volume of the distillate being considered a measure of the amount of alcohol formed. When 80-90% of the theoretical amount of alcohol is obtained in the distillate the reaction mixture is subjected to vacuum distillation to remove most of the xylene and unreacted diethylaminoethanol. The residue is poured into 500 cc of benzene which is then extracted 3 times with 500 cc portions of water.
The washed benzene layer is diluted with an equal volume of ether and alcoholic hydrochloric acid is added until the mixture is acid to Congo red. A white crystalline solid forms which is dissolved in 300-400 cc of alcohol and diluted with ether to the point where precipitation starts. A few drops of butanone are added, the solution is cooled to -10°C, and filtered to recover the crystals which separate. The product is obtained in the form of white needles melting at 159°-160°C, in good yield.
13 parts of β-diethylaminoethyl 1-phenylcyclohexanecarboxylate hydrochloride, 125 parts of glacial acetic acid and 0.3 part of Adams' catalyst are heated to 70°C and shaken with hydrogen at 50 lb pressure until 90- 100% of the theoretical hydrogen is absorbed. The acetic acid is then removed by distillation and the residue recrystallized from butanone, giving the above product as a crystalline hydrochloride melting at 165°-166°C, in good yields. This product may also be prepared by reacting cyclohexyl bromide with cyclohexyl cyanide with the use of sodium amide followed by alcoholysis and reesterification.

brand name

Bentyl (Axcan Scandipharm).

Therapeutic Function

Spasmolytic

General Description

Dicyclomine hydrochloride,2-(diethylamino)ethyl bicyclohexyl-1-carboxylatehydrochloride (Bentyl), has some muscarinic receptorsubtype selectivity. It binds more firmly to M1 and M3 thanto M2 and M4 receptors.76Dicyclomine hydrochloride has one eighth of the neurotropicactivity of atropine and approximately twice themusculotropic activity of papaverine. This preparation, firstintroduced in 1950, has minimized the adverse effects associatedwith the atropine-type compounds.

Clinical Use

Dicyclomine Hydrochloride is used for itsspasmolytic effect on various smooth muscle spasms, particularlythose associated with the GI tract. It is also usefulin dysmenorrhea, pylorospasm, and biliary dysfunction.

Safety Profile

Poison by intravenous route.Moderately toxic by ingestion. Human systemic effects byingestion: rigidity, dyspnea, cyanosis. When heated todecomposition it emits very toxic fumes of HCl and NOx.

DICYCLOMINE HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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DICYCLOMINE HYDROCHLORIDE Suppliers

J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
Fax
86-10-82849933
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jkinfo@jkchemical.com
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China
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3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
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Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
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50
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
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sj_scrc@sinopharm.com
Country
China
ProdList
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NCE Biomedical Co.,Ltd.
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4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
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+86-27-87599188
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Shanghai Aladdin Bio-Chem Technology Co.,LTD
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ChemStrong Scientific Co.,Ltd
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0755-0755-66853366 13670046396
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Hainan Manfangyuan Pharmaceutical Chemical Co., Ltd.
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67-92-5, DICYCLOMINE HYDROCHLORIDERelated Search:


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