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ChemicalBook >> CAS DataBase List >>Benzhexol hydrochloride

Benzhexol hydrochloride

CAS No.
52-49-3
Chemical Name:
Benzhexol hydrochloride
Synonyms
TRIHEXYPHENIDYL HCL;TRIHEXYPHENIDYL HYDROCHLORIDE;tremin;BENZHEXOL HCL;win511;Trihexy;Sedrina;Broflex;peragit;pipanol
CBNumber:
CB4447818
Molecular Formula:
C20H31NO.ClH
Molecular Weight:
337.93
MDL Number:
MFCD00058212
MOL File:
52-49-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-16 07:06:08
Product description Number Pack Size Price
Trihexyphenidyl hydrochloride European Pharmacopoeia (EP) Reference Standard Y0000108 80 mg $175
Trihexyphenidyl Hydrochloride pharmaceutical secondary standard, certified reference material PHR3255 500MG $234
Trihexyphenidyl hydrochloride United States Pharmacopeia (USP) Reference Standard 1687006 200mg $422
Trihexyphenidyl hydrochloride European Pharmacopoeia (EP) Reference Standard Y0000108 y0000108 $153
Trihexyphenidyl Hydrochloride >98.0%(HPLC)(T) T3303 5g $87
More product size

Benzhexol hydrochloride Properties

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
Major Application pharmaceutical (small molecule)
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)
FDA UNII AO61G82577
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
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
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Toxicity TDLo orl-wmn: 800 mg/kg:BAH BJPYAJ 145,300,84
NFPA 704
0
1 0

Benzhexol hydrochloride price More Price(70)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000108 Trihexyphenidyl hydrochloride European Pharmacopoeia (EP) Reference Standard 52-49-3 80 mg $175 2026-04-30 Buy
Sigma-Aldrich PHR3255 Trihexyphenidyl Hydrochloride pharmaceutical secondary standard, certified reference material 52-49-3 500MG $234 2026-04-30 Buy
Sigma-Aldrich 1687006 Trihexyphenidyl hydrochloride United States Pharmacopeia (USP) Reference Standard 52-49-3 200mg $422 2026-04-30 Buy
Sigma-Aldrich Y0000108 Trihexyphenidyl hydrochloride European Pharmacopoeia (EP) Reference Standard 52-49-3 y0000108 $153 2024-03-01 Buy
TCI Chemical T3303 Trihexyphenidyl Hydrochloride >98.0%(HPLC)(T) 52-49-3 5g $87 2026-04-30 Buy
Product number Packaging Price Buy
Y0000108 80 mg $175 Buy
PHR3255 500MG $234 Buy
1687006 200mg $422 Buy
Y0000108 y0000108 $153 Buy
T3303 5g $87 Buy

Benzhexol hydrochloride Chemical Properties,Uses,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

References

[1] A. GIACHETTI. Binding and functional profiles of the selective M1 muscarinic receptor antagonists trihexyphenidyl and dicyclomine[J]. British Journal of Pharmacology, 1986, 89 1: 83-90. DOI: 10.1111/j.1476-5381.1986.tb11123.x
[2] B FJALLAND  J H  A V Christensen. Peripheral and central muscarinic receptor affinity of psychotropic drugs.[J]. Naunyn-Schmiedeberg’s archives of pharmacology, 1977, 301 1: 5-9. DOI: 10.1007/bf00501257
[3] SAMUEL J ROSE. A new knock-in mouse model of l-DOPA-responsive dystonia.[J]. Brain: a journal of neurology, 2015: 2987-3002. DOI: 10.1093/brain/awv212

542-18-7
886-06-6
52-49-3
Synthesis of Benzhexol hydrochloride from Chlorocyclohexane and 1-(2-benzoylethyl)piperidinium chloride

Benzhexol hydrochloride Preparation Products And Raw materials

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Antitrem Aparkane Broflex Parkidyl Parkinane Parkisan Partigan Sedrina Trihexy Trihexyphenidyl chlorhydrate trihexyphenydyl hydrochloride Triphedinon 1-Cyclohexyl-1-phenyl-3-(1-piperidyl)propan-1-ol hydrochloride parcopane pargitan parkinsan parkopan peragit pipanol romparkin 1-CYCLOHEXYL-1-PHENYL-3-PIPERIDINEPROPANOLHYDROCHLORIDE 1-Phenyl-1-cyclohexyl-3-(N-piperidino)-propanol hydrochloride 1-Piperidinepropanol, a-cyclohexyl-a-phenyl-, hydrochloride (1:1) Triphenidyl hydrochloride Trihexyphenidyl Hydrochloride (200 mg) Trihexyphenidyl Hydrochloride Benzhexol HCL Benzhexol hydrochloride API Benzhexol hydrochloride CP2000,BP98 BENZHEXOL HYDROCHLORIDE /ARTANE benzhexolHCl/artane α-Cyclohexyl-α-phenyl-1-piperidinepropanol hydrochloride C20H31NO.ClH TRIHEXYLPHENIDYL HYDROCHLORIDE 1-phenyl-1-cyclohexyl-3-piperidyl-1-propanolhydrochloride 3-(1-piperidyl)-1-cyclohexyl-1-phenyl-1-propanolhydrochloride alpha-cyclohexyl-alpha-phenyl-1-piperidinepropanohydrochloride artanehydrochloride benzhexolchloride cyclodol pacitane paralest triesifenidile triexifenidila tsiklodol win511 BENZHEXOL HYDROCHLORIDE DL-TRIHEXYPHENIDYL HYDROCHLORIDE ALPHA-CYCLOHEXYL-ALPHA-PHENYL-1-PIPERIDINEPROPANOL HYDROCHLORIDE A-CYCLOHEXYL-A-PHENYL-1-PIPERIDINEPROPANOL, HCL BENHEXOLHYDROCHLORIDE TRIHEXYPHENIDYLHYDROCHLORIDE,USP BENZHEXOL HYDROCHLORIDE /ARTANE/TRIHEXYPHENIDYL HCL 1-Piperidinepropanol, a-cyclohexyl-a-phenyl-, hydrochloride (6CI, 7CI, 8CI, 9CI) 3-(1-Piperidyl)-1-phenyl-1-cyclohexyl-1-propanol hydrochloride a-Cyclohexyl-a-phenyl-1-piperidinepropanol hydrochloride Diphenylhexol Hydrochloride BENZHEXOL(TRIHEXYPHENIDYL) Benzhexol HCl (Trihexyphenidyl HCl)
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