NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(2R)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorobenzenesulfonyl)-2-hydroxy-2-methylpropanamide
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IUPAC Traditional name
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bicalutamide
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(2R)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorobenzenesulfonyl)-2-hydroxy-2-methylpropanamide
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Synonyms
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N-[4-Cyano-3-trifluoromethyl)phenyl]- 3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide-d4
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ICI-176334-d4
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Casodex-d4
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Bicalutamide-d4
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(R)-Bicalutamide
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CAS Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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11.947144
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H Acceptors
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5
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H Donor
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2
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LogD (pH = 5.5)
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2.7092955
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LogD (pH = 7.4)
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2.7092834
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Log P
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2.7092955
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Molar Refractivity
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96.5895 cm3
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Polarizability
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36.135174 Å3
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Polar Surface Area
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107.26 Å2
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Rotatable Bonds
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6
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Lipinski's Rule of Five
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true
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DETAILS
DETAILS
Selleck Chemicals
TRC
Selleck Chemicals -
S2241
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Biological Activity: (R)-Bicalutamide is an active competitive non-steroidal androgen receptor antagonist with an IC50 of 0.17 μM for MDA 453 cells. (R)-Bicalutamide possesses virtually all activities. (R)-Bicalutamide is the leading antiandrogen. (R)-Bicalutamide is used for the treatment of prostate cancer and breast cancer. (R)-Bicalutamide prevents the activation of the androgen receptor and subsequent upregulation of androgen responsive genes by androgenic hormones. In addition, (R)-bicalutamide accelerates the degradation of the androgen receptor. [1][2][3]References on (R)-Bicalutamide[] PNAS, April 26, 2005, 102:6201–6206[] THE JOURNAL OF BIOLOGICAL CHEMISTRY, 2002, 277:26321–26326[] J Pharmacol Exp Ther, 2005 February, 312(2): 546–553 |
REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Masiello D et al. J Biol Chem. 2002 Jul 19; 277(29):26321-6.
- • Tucker, H., et al.: J. Med. Chem., 31, 954 (1988)
- • Cockshott, I.D., et al.: Eur. Urol., 18, Suppl. 3, 10 (1988)
- • Cockshott, I., et al.: Br. J. Clin. Pharm., 36, 339 (1988)
- • McKillop, D., et al.: Xenobiotica, 25, 623 (1988)
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PATENTS
PATENTS
PubChem Patent
Google Patent