TRIHEXYPHENIDYLE Synthesis, SAR, MCQ,Structure,Chemical Properties and Therapeutic Uses April 14, 2020 huzefakifayet GPAT Preparation, How to prepare for gpat, MCQ, NIPER JEE Examination (Masters/Ph.D. Admission), Pharmacy Exam Questions, Quiz, Study Material GPAT Med chem Question Pattern, gpatindia, Medicinal Chemistry Question Pattern in Exams GPAT Pharmacist Drug Inspector, TRIHEXYPHENIDYL Dry mouth, TRIHEXYPHENIDYL Parkinson’s disease, TRIHEXYPHENIDYLE, TRIHEXYPHENIDYLE chemical properties, TRIHEXYPHENIDYLE Constipation . TRIHEXYPHENIDYLE Blurred vision, TRIHEXYPHENIDYLE Dizziness, TRIHEXYPHENIDYLE Flushing, TRIHEXYPHENIDYLE gpat questions, TRIHEXYPHENIDYLE gpatindia, TRIHEXYPHENIDYLE mechanism of action, TRIHEXYPHENIDYLE MELTING POINT, TRIHEXYPHENIDYLE MOLECULAR WEIGHT, TRIHEXYPHENIDYLE Nausea, TRIHEXYPHENIDYLE Nervousness, TRIHEXYPHENIDYLE NUMBER OF CHIRAL CARBONS, TRIHEXYPHENIDYLE OCTANOL WATER COEFFICIENT, TRIHEXYPHENIDYLE physical properties, TRIHEXYPHENIDYLE RING STRUCTURE, TRIHEXYPHENIDYLE SAR, TRIHEXYPHENIDYLE side effects, TRIHEXYPHENIDYLE SOLUBILITY, TRIHEXYPHENIDYLE structure, TRIHEXYPHENIDYLE synthesis, TRIHEXYPHENIDYLE therapeutic uses Trihexyphenidyl IUPAC nomenclature (RS)-1-Cyclohexyl-1-phenyl-3-(1-piperidyl)propan-1-ol. Classification Trihexyphenidyl is an acetylcholine antagonist. It is a muscarinic antagonist. Physiochemical Properties S. NO. PHYSICAL AND CHEMICAL PROPERTIES 1 Molecular weight 301.5 g/mol 2 Physical appearance Solid 3 Melting point 258.5°C. 4 Solubility 18 mg/L in water 5 Octanol/water partition coefficient 4.49 6 Presence of ring Piperidine, benzene, cyclohexyl 7 Number of chiral centers 1 Mechanism of Action It is a selective M1 muscarinic acetylcholine receptor antagonist. It partially blocks cholinergic activity in the central nervous system and reduces the symptoms of Parkinson’s disease. It also increases the bioavailability of dopamine which initiates and smoothly control the voluntary muscle movement.  Structure Activity Relationship Either R1 or R2 must be heterocyclic or carbocyclic. The R3 group can be hydrogen, hydroxyl, hydroxymethyl or amide. Most potent derivatives has X as an ester. X can also be either oxygen or absent completely. The N substituent can be quaternary ammonium salt or tertiary amine or both with different alkyl groups. Maximum potency obtained when the distance between the ring substituted carbons is 2 carbon units. Method of synthesis i. Acetophenone and piperidine undergoes Mannich condensation in presence of formaldehydeto produce 3-piperidinopropiophenone. ii. The latter compound undergoes Gringnard’s reaction with cyclohexylmagnesium chloride to give trihexyphenidyl. Therapeutic Uses Trihexyphenidyl is used for: Treatment of symptoms of Parkinson’s disease Side Effects Side effects of Trihexyphenidyl are: Dry mouth Dizziness Constipation Blurred vision Nervousness Nausea Flushing MCQ Q.1 “RS)-1-Cyclohexyl-1-phenyl-3-(1-piperidyl)propan-1-ol” is the IUPAC nomenclature of which drug? a) Trihexyphenidyl b) Propantheline c) Oxybutynin d) Oxazepam Q.2 Melting point of Trihexyphenidyle is? a) 152-162°C b) 129-130°C c) 205.5°C d) 258.5°C Q.3 Match the following with correct classifications of the drugs. i. Trihexyphenidyle A. Benzodiazepine sedative-hypnotic ii. Oxazepam B. Barbiturate iii. Clozapine C. Muscarinic antagonist iv. Thiamylal D. Benzpines a) i-A, ii-C, iii-D, iv-B b) i-C, ii-A, iii-D, iv-B c) i-A, ii-B, iii-D, iv-C d) i-C, ii-B, iii-A, iv-D Q.4 Mechanism of action of Trihxyphenidyl is based on? a) Blocking the Muscarinic acetylcholine receptors b) Blocking the nicotinic acetylcholine receptors c) Increasing the bioavailability of dopamine d) Both a) and c) Q.5 Correct sequence for True and False for the given statements related with the SAR of drug trihexyphenidyl Either R1 or R2 must be heterocyclic or carbocyclic. The R3 group can be hydrogen, hydroxyl, hydroxymethyl or amide.. X can also be either oxygen or absent completely. The N substituent can be quaternary ammonium salt or tertiary amine or both with different alkyl groups. a) TFTF b) FTFT c) TTTT d)FFTF Q.6 Steps involved in the synthesis of trihexyphenidyl from acetophenone in the correct sequence is? I. Mannich condensation with piperidine II. Grignard’s reaction with cyclohexylmagnesium chloride III. Reaction with hydrazine a) I – II – III b) I – III c) I – II d) II – I – III Q.7 The drug trihexyphenidyl is mainly used for? a) Parkinson’s disease b) Hypertension c) Depression d) Constipation For More Standard and Quality Question Bank you can Join Our Test Series Programme for GPAT, NIPER JEE, Pharmacist Recruitment Exam, Drug Inspector Recruitment Exams, PhD Entrance Exam for Pharmacy Participate in Free Online Test for GPAT, Pharmacist,Drug Inspector ANSWERS 1-a 2-d 3-b 4-d 5-c 6-c 7-a REFERENCES  Jilani TN, Sharma S. Trihexyphenidyl. InStatPearls [Internet] 2019 Mar 27. StatPearls Publishing.