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Trihexylphenedyl

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Name

Trihexylphenedyl

EINECS 205-614-4
CAS No. 144-11-6 Density 1.041 g/cm3
PSA 23.47000 LogP 4.26840
Solubility N/A Melting Point 258.5 °C
Formula C20H31NO Boiling Point 447.852 °C at 760 mmHg
Molecular Weight 301.472 Flash Point 210.982 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 144-11-6 (Trihexylphenedyl) Hazard Symbols N/A
Synonyms

Benzhexol;NSC12268;a-Cyclohexyl-a-phenyl-1-piperidinepropanol;Trihexylphenedyl;

 

Trihexylphenedyl Synthetic route

30257-63-7

1-cyclohexyl-3-piperidino-propan-1-one

phenylmagnesium bromide

144-11-6

trihexyphenidyl

Conditions
ConditionsYield
With diethyl ether
With benzene
73-63-2

1-phenyl-3-(piperidin-1-yl)propan-1-one

931-50-0

cyclohexylmagnesium bromide

144-11-6

trihexyphenidyl

Conditions
ConditionsYield
With diethyl ether
511-45-5

Pridinol

144-11-6

trihexyphenidyl

Conditions
ConditionsYield
With acetic acid; platinum Hydrogenation;
110-89-4

piperidine

(+/-)-3-chloro-1-cyclohexyl-1-phenyl-propan-1-ol

(+/-)-3-chloro-1-cyclohexyl-1-phenyl-propan-1-ol

144-11-6

trihexyphenidyl

108-85-0

1-bromocyclohexane

108-86-1

bromobenzene

19653-33-9

ethyl piperidine-1-propionate

A

144-11-6

trihexyphenidyl

B

other compounds

other compounds

Conditions
ConditionsYield
With diethyl ether; magnesium; toluene
110-89-4

piperidine

144-11-6

trihexyphenidyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: benzene
View Scheme
13487-73-5

3-chloro-1-cyclohexyl-propan-1-one

144-11-6

trihexyphenidyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: benzene
View Scheme
144-11-6

trihexyphenidyl

trihexyphenidyl N-oxide

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In tetrahydrofuran at -70℃; for 0.5h;52%
543-20-4

succinoyl dichloride

144-11-6

trihexyphenidyl

trihexyphenidyl hemisuccinate

Conditions
ConditionsYield
In chloroform for 1h;45%
144-11-6

trihexyphenidyl

67562-42-9

1-(3ξ-cyclohexyl-3ξ-phenyl-allyl)-piperidine

Conditions
ConditionsYield
With hydrogenchloride; acetic acid

Trihexylphenedyl Specification

The Trihexylphenedyl, with the CAS registry number 144-11-6,is also known as Artane; Benzhexol; 1-Cyclohexyl-1-phenyl-3-(1-piperidyl)propan-1-ol. It belongs to the product categories of API.Its EINECS number is 205-614-4. This chemical's molecular formula is C20H31NO and molecular weight is 301.47. What's more,Its systematic name is Trihexylphenedyl.It is one of the centrally acting muscarinic antagonists used for treatment of parkinsonian disorders and drug-induced extrapyramidal movement disorders and as an antispasmodic.It was invented in the United States in 1949, and it has been in clinical usage for decades. Chemically, it is a tertiary amine with alcohol, phenyl, and cyclohexyl moieties. The drug is available as the hydrochloride salt.

Physical properties about Trihexyphenidyl are:
(1)ACD/LogP:  4.391; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  1.37; (4)ACD/LogD (pH 7.4):  2.50; (5)ACD/BCF (pH 5.5):  1.21; (6)ACD/BCF (pH 7.4):  16.34; (7)ACD/KOC (pH 5.5):  5.52; (8)ACD/KOC (pH 7.4):  74.45; (9)#H bond acceptors:  2; (10)#H bond donors:  1; (11)#Freely Rotating Bonds:  6; (12)Index of Refraction:  1.547; (13)Molar Refractivity:  91.847 cm3; (14)Molar Volume:  289.671 cm3; (15)Surface Tension:  43.3380012512207 dyne/cm; (16)Density:  1.041 g/cm3; (17)Flash Point:  210.982 °C; (18)Enthalpy of Vaporization:  74.43 kJ/mol; (19)Boiling Point:  447.852 °C at 760 mmHg; (20)Vapour Pressure:  0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:OC(c1ccccc1)(CCN2CCCCC2)C3CCCCC3;
(2)Std. InChI:InChI=1S/C20H31NO/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;
(3)Std. InChIKey:HWHLPVGTWGOCJO-UHFFFAOYSA-N.

Uses of Trihexyphenidyl:
Trihexyphenidyl is used for the symptomatic treatment of Parkinson's disease in mono- and combination therapy. It is active in postencephalitic, arteriosclerotic, and idiopathic forms. The drug is also commonly used to treat extrapyramidal side effects occurring during antipsychotic treatment. It reduces the frequency and duration of oculogyric crises as well as of dyskinetic movements and spastic contractions. Excessive salivation may also respond. Trihexyphenidyl may improve psychotic depression and mental inertia frequently associated with Parkinson's disease and symptomatic problems caused by antipsychotic treatment.
According to a recent news report, trihexyphenidyl has been used recreationally among Iraqi soldiers and police. The report states that the drug, taken in high doses, results in an increased sense of well-being and decreased anxiety. Although the drug is not considered physically addictive, the report suggests that the drug may become habit forming among some users due to its supposed psychological effects.

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