BENZTROPINE Synthesis, SAR, MCQ,Structure,Chemical Properties and Therapeutic Uses

BENZTROPINE Synthesis, SAR, MCQ,Structure,Chemical Properties and Therapeutic Uses


IUPAC nomenclature




Benztropine is an acetylcholine antagonist. It is a muscarinic antagonist.


Physiochemical Properties

1 Molecular weight 307.4 g/mol
2 Physical appearance White to off-white powder
3 Melting point 135°C.
4 Solubility 24.9mg/L in water
5 Octanol/water partition coefficient 4.27
6 Presence of ring Bicycle ring and benzene rings
7 Number of chiral centers 3

Mechanism of Action

Benztropine inhibits uptake of dopamine and thus, helps in reducing the symptoms of Parkinson’s diseases.


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. Diphenylmethane undergoes bromination to form bromodiphenylmethane.

ii. It is followed by condensation with tropine and purification to get benztropin.


Therapeutic Uses

Benztropine is used for:

  • Treatment of symptoms of Parkinson’s disease


Side Effects

Side effects of benztropine are:

  • Dry mouth
  • Dizziness
  • Constipation
  • Blurred vision
  • Nervousness
  • Nausea
  • Flushing


Q.1 Match the following with correct SAR of the drug benztropine-

i. When X is an ester A. Maximum potency
ii. Distance between the ring substituted carbons is 2 carbon unit B.Minimum potency
C. Least potent derivative
  D. Most potent derivative

 a) i-A, ii-D

b) i-A, ii-C

c) i-B, ii-C

d) i-C, ii-D

Q.2 Correct sequence for the True/False for correct IUPAC names of the drug can be?

  • Benztropine: (3-endo)-3-(Diphenylmethoxy)-8-methyl-8-azabicyclo[3.2.1]octane
  • Fesoterodine: [2-[(1R)-3-(Di(propan-2-yl)amino)-1-phenylpropyl]-4-(hydroxymethyl)phenyl] 2-methylpropanoate
  • Flurazepam: 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine
  • Midazolam: 7-Chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one





Q.3 Number of chiral carbons present in the structure of Benztropine?

a) 0

b) 1

c) 2

d) 3

Q.4 Benztropine helps in reducing the symptoms of Parkinson’s diseases by?

a) Stimulating the uptake of dopamine

b) Binding with GABA receptor complex

c) Inhibiting the uptake of dopamine

d) Both a) and b)

Q.5 Which amongst the following is a therapeutic use of drug benztropine?

a) Treatment of Insomnia

b) Treatment of Alzheimer’s disease

c) Treatment of Parkinson’s disease

d) Treatment of Asthma

Q.6 Which of the following drug and their classification are correct?

I. Benztropine: acetylcholine antagonist

II. Fesoterodine: Nitrogen mustard

III. Flurazepam: benzodiazepine sedative hypnotic

IV. Midazolam: Acetylcholine Nicotinic receptor antagonist

a) I, III

b) I, III, IV

c) II, IV

d) I, II, III, IV 

Q.7 When bromodiphenyl methane undergoes condensation with tropine, the drug formed is?

a) Midazolam

b) Fesoterodine

c) Benztropine

d) Methysergide 

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