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]]>2-Methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide.
Flutamide is an antiandrogen. [1]
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 276.21 g/mol |
2 | Appearance | Solid |
3 | Melting point | 111.5°C |
4 | Solubility | 9.45 mg/L |
5 | Octanol/water partition coefficient | 3.35 |
6 | Presence of ring | Aryl ring |
7 | Number of chiral centers | Not present |
Flutamide blocks the action of both endogenous and exogenous testosterone by binding to the androgen receptor.
Further , the drug is a potent inhibitor to testosterone-stimulated prostatic DNA synthesis.
It is also capable of inhibiting prostatic nuclear uptake of androgen. [2]
2-(trifluoromethyl)-4-nitrobenzamine is reacted with 3-methylbutanoyl chloride to give flutamide.
The drug used for the treatment of:
Q.1 “2-Methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide” is the IUPAC nomenclature of which drug?
a) Flutamide
b) Daunorubicin
c) Anastrozol
d) Thiotepa
Q.2 How many statements below are true with respect to the SAR of the drug?
a) 1
b) 2
c) 3
d) 4
Q.3 The drug flutamide has how many chiral centers?
a) 0
b) 1
c) 2
d) 3
Q.4 The melting point of flutamide is?
a) 50 °C
b) 111 °C
c) 150 °C
d) 211 °C
Q.5 Flutamide is used as
a) An antimalarial drug
b) An anti-cancer drug
c) Sedative
d) None of the above
Q.6 The correct classification of the drug Flutamide can be?
a) Progestins
b) Aromatase inhibitors
c) Taxanes
d) Antiandrgens
Q.7 How many number of rings are found in the chemical structure of the drug Flutamide?
a) 1
b) 2
c) 3
d) 4
ANSWERS
1-a
2-d
3-a
4-b
5-b
6-d
7-a
REFERENCES
[1] Tripathi KD. Essentials of Medical Pharmacology, 6thEdn. Jaypee Brothers Medical Publishers (P) Ltd. 2008: 820. [2] Labrie F. Mechanism of action and pure antiandrogenic properties of flutamide. Cancer. 1993 Dec 15;72(S12):3816-27. [3] Singh SM, Gauthier S, Labrie F. Androgen receptor antagonists (antiandrogens) structure-activity relationships. Current medicinal chemistry. 2000 Feb 1;7(2):211-47.
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