ChemicalBook > CAS DataBase List > Benzhexol hydrochloride

Benzhexol hydrochloride

Product Name
Benzhexol hydrochloride
CAS No.
52-49-3
Chemical Name
Benzhexol hydrochloride
Synonyms
tremin;win511;Broflex;Sedrina;Trihexy;peragit;pipanol;paralest;pacitane;cyclodol
CBNumber
CB4447818
Molecular Formula
C20H31NO.ClH
Formula Weight
337.93
MOL File
52-49-3.mol
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Benzhexol hydrochloride Property

Melting point:
Free base, mp 114.3-115.0°
Density 
0.9801 (rough estimate)
refractive index 
1.5790 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
H2O: soluble
form 
solid
color 
white
Water Solubility 
670.9ug/L(22.5 ºC)
Merck 
14,9695
Stability:
Stable at RT, Stable At Rt
InChI
InChI=1S/C20H31NO.ClH/c22-20(18-10-4-1-5-11-18,19-12-6-2-7-13-19)14-17-21-15-8-3-9-16-21;/h1,4-5,10-11,19,22H,2-3,6-9,12-17H2;1H
InChIKey
QDWJJTJNXAKQKD-UHFFFAOYSA-N
SMILES
C(O)(CCN1CCCCC1)(C1CCCCC1)C1C=CC=CC=1.Cl
CAS DataBase Reference
52-49-3(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
RIDADR 
3249
WGK Germany 
3
RTECS 
TN2625000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2933399090
Toxicity
TDLo orl-wmn: 800 mg/kg:BAH BJPYAJ 145,300,84
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

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.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0000108
Product name
Trihexyphenidyl hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000108
Price
$153
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR3255
Product name
Trihexyphenidyl Hydrochloride
Purity
pharmaceutical secondary standard, certified reference material
Packaging
500MG
Price
$201
Updated
2024/03/01
Sigma-Aldrich
Product number
1687006
Product name
Trihexyphenidyl hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$174.4
Updated
2024/03/01
TCI Chemical
Product number
T3303
Product name
Trihexyphenidyl Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$112
Updated
2024/03/01
TCI Chemical
Product number
T3303
Product name
Trihexyphenidyl Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$332
Updated
2024/03/01
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Benzhexol hydrochloride Chemical Properties,Usage,Production

Description

Trihexyphenidyl is an antagonist of M1 muscarinic acetylcholine receptors. It binds to rat M1 receptors in cerebral cortex selectively over rat M2 receptors in heart tissue (IC50s = 3.7 and 31 nM, respectively). Trihexyphenidyl inhibits contractions induced by acetylcholine in guinea pig ileum (IC50 = 22 nM). It also inhibits oxotremorine-induced tremors and physostigmine-induced mortality in mice (ED50s = 2 and 3.6 mg/kg, respectively). Trihexyphenidyl (20 mg/kg) improves abnormal movement in a mouse model of L-3,4-dihydroxyphenylalanine (L-DOPA) responsive dystonia (DRD) that expresses mutant tyrosine hydroxylase (TH). Formulations containing trihexyphenidyl have been used in the symptomatic treatment of Parkinson''s disease.

Chemical Properties

Benzhexol hydrochloride is White Solid

Originator

Artane,Lederle,US,1949

Uses

anticholinergic, antiparkinsonian

Uses

Benzhexol hydrochloride is an anticholinergic tertiary amine that can gain access to the CNS. It is used to treat parkinsonism and the extrapyramidal side effects of anti-psychotic drugs. The drug is a muscarinic anta gonist that qualitatively resembles the belladonna alkaloids in its pharmacological actions and side effects.

Definition

ChEBI: Trihexyphenidyl hydrochloride is an aralkylamine.

Manufacturing Process

Acetophenone, paraformaldehyde and piperidine are first reacted to give ω-(1- piperidyl)propiophenone. To an absolute ethyl ether solution of cyclohexylmagnesium bromide (prepared from 261 parts of cyclohexyl bromide, 38.8 parts magnesium turnings and 700 parts by volume absolute ethyl ether) a dry solution of 174 parts omega-(1-piperidyl)-propiophenonein 600 parts by volume of ether is added, with stirring, at such a rate that gentle reflux is maintained with no external cooling or heating. The reaction mixture is stirred for about 5 hours and then allowed to stand at room temperature until reaction appears complete. While being cooled the reaction mixture is then decomposed by the dropwise addition of 500 parts by volume of 2.5 N hydrochloric acid, and finally is made strongly acidic to Congo red by the addition of concentrated hydrochloric acid.
The resulting white solid is collected on a filter, air dried, redissolved in 2,500 parts water at 95°C and the resulting solution treated with decolorizing charcoal and clarified by filtration. The cooled filtrate is made alkaline with ammonia and the product, crude 3-(1-piperidyl)-1-cyclohexyl-1-phenyl-1- propanol is collected. The hydrochloride melts with decomposition in ten seconds in a bath held at 258.5°C. The alcohol melts at 114.3° to 115.0°C, according to US Patent 2,716,121.

brand name

Artane (Lederle); Tremin (Schering).

Therapeutic Function

Antiparkinsonian

General Description

Trihexyphenidylhydrochloride, α-cyclohexyl-α-phenyl-1-piperidinepropanolhydrochloride (Artane, Tremin, Pipanol), introduced in1949, is approximately half as active as atropine as an antispasmodicbut is claimed to have milder side effects, such asmydriasis, drying of secretions, and cardioacceleration. It hasa good margin of safety, although it is about as toxic as atropine.It has found a place in the treatment of parkinsonismand is claimed to provide some measure of relief from themental depression often associated with this condition. It does, however, exhibit some of the side effects typical of theparasympatholytic-type preparation, although adjusting thedose carefully may often eliminate these.

Side effects

Common side effects of Benzhexol hydrochloride include drowsiness, dizziness, constipation, flushing, nausea, nervousness, blurred vision or dry mouth. Severe may include: decreased sexual performance, severe stomach/abdominal pain, difficulty/pain in swallowing, difficulty in urinating, chest pain, severe dizziness/fainting, high fever, fast/irregular/slow heartbeat, mental/mood changes (e.g., blurred consciousness, hallucinations, memory problems), pain/swelling/reddening of the eyes, changes in vision (e.g., seeing rainbows around lights at night). Symptoms of very severe allergic reactions in some patients include: rash, itching/swelling (especially of the face/tongue/throat), severe dizziness, and difficulty breathing. In addition, studies have shown that Benzhexol hydrochloride has minimal side effects in the treatment of salivation in children with cerebral palsy.

Safety Profile

Poison by ingestion,intraperitoneal, intravenous, and subcutaneous routes. Ananticholinergic agent which causes human psychotropiceffects. Human systemic effects by ingestion: distortedperceptions, eye effects, hallucinations, toxic psychosis.When he

Benzhexol hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Benzhexol hydrochloride manufacturers

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Benzhexol hydrochloride 52-49-3
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-11-06
shandong perfect biotechnology co.ltd
Product
benzhexol hydrochloride 52-49-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
5 TON
Release date
2023-07-06
Nantong Guangyuan Chemicl Co,Ltd
Product
Benzhexol hydrochloride 52-49-3
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2023-11-02

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