Conditions | Yield |
---|---|
With diethyl ether | |
With benzene |
1-phenyl-3-(piperidin-1-yl)propan-1-one
cyclohexylmagnesium bromide
trihexyphenidyl
Conditions | Yield |
---|---|
With diethyl ether |
Conditions | Yield |
---|---|
With acetic acid; platinum Hydrogenation; |
1-bromocyclohexane
bromobenzene
ethyl piperidine-1-propionate
A
trihexyphenidyl
Conditions | Yield |
---|---|
With diethyl ether; magnesium; toluene |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: benzene View Scheme |
3-chloro-1-cyclohexyl-propan-1-one
trihexyphenidyl
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: benzene View Scheme |
trihexyphenidyl
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In tetrahydrofuran at -70℃; for 0.5h; | 52% |
Conditions | Yield |
---|---|
In chloroform for 1h; | 45% |
trihexyphenidyl
1-(3ξ-cyclohexyl-3ξ-phenyl-allyl)-piperidine
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid |
trihexyphenidyl
1-(3-cyclohex-1-enyl-3-phenyl-propyl)-piperidine
Conditions | Yield |
---|---|
With phosphorus; hydrogen iodide; acetic acid |
trihexyphenidyl
Conditions | Yield |
---|---|
With phosphate buffer; potassium chloride; magnesium chloride In methanol; water at 37℃; microsomal homogenate from liver of two female Lewis rats, nicotinamide adenine dinucleotide phosphate, glucose-6-phosphate, glucose-6-phosphate dehydrogenase; pH 7.4; |
acetic acid
trihexyphenidyl
1-(3-cyclohex-1-enyl-3-phenyl-propyl)-piperidine
trihexyphenidyl
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrochloric acid , concentrated aqueous; acetic acid 2: platinum; ethanol / Hydrogenation View Scheme | |
Multi-step reaction with 3 steps 1: hydrochloric acid , concentrated aqueous; acetic acid 2: palladium/charcoal; ethanol / Hydrogenation 3: platinum; ethanol / Hydrogenation View Scheme |
trihexyphenidyl
1-(3-cyclohexyl-3-phenyl-propyl)-piperidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrochloric acid , concentrated aqueous; acetic acid 2: palladium/charcoal; ethanol / Hydrogenation View Scheme |
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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