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PHR1678

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Bicalutamide

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Bicalutamide (CDX), Casodex, Cosudex, N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide

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About This Item

Empirical Formula (Hill Notation):
C18H14F4N2O4S
CAS Number:
90357-06-5
Molecular Weight:
430.37
MDL number:
MFCD00869971
UNSPSC Code:
41116107
PubChem Substance ID:
329823550
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

Agency

traceable to BP 1115
traceable to Ph. Eur. Y0001444
traceable to USP 1071202

API family

bicalutamide

CofA

current certificate can be downloaded

packaging

pkg of 1 g

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

CC(O)(CS(=O)(=O)c1ccc(F)cc1)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F

InChI

1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)

InChI key

LKJPYSCBVHEWIU-UHFFFAOYSA-N

Gene Information

human ... AR(367)

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General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. Bicalutamide is a non-steroidal peripheral androgen receptor inhibitor. Its mode of action involves inhibiting androgen by binding to cytosol androgen receptors in the target tissue.

Application

Bicalutamide may be used as a pharmaceutical reference standard for the determination of the analyte by high performance liquid chromatography and UV spectrophotometry.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Biochem/physiol Actions

Bicalutamide (CDX) is a non-steriodal Androgen Receptor (AR) antagonist and a pure antiandrogen. It acts via balancing histone acetylation/deacetylation and recruitment of coregulators. Bicalutamide (CDX) abolishes androgen-mediated expression. For example, MMP13 upregulation in prostate cancer, PLZF (promyelocytic leukemia zinc finger protein), and GADD45γ (growth arrest and DNA damage inducible, gamma). Bicalutamide (CDX) is inhibited by non-genomic, transcription-independent stimulation of PI3K/AKT phosphorylation by androgens.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA6123 in the slot below. This is an example certificate only and may not be the lot that you receive.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Danger

Hazard Statements

H351,H360FD,H410

Hazard Classifications

Aquatic Chronic 1 - Carc. 2 - Repr. 1B

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
LRAD8180
LRAC8375
LRAB9616
LRAA6123

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If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

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Development of an electrochemical method for the determination of bicalutamide at the SWCNT/CPE in pharmaceutical preparations and human biological fluids
Pandit UJ, et al.
Analytical Methods : Advancing Methods and Applications, 7(24), 10192-10198 (2015)
Development and validation of RP-HPLC method for the estimation of Bicalutamide in pure and pharmaceutical dosage forms
Rao AL, et al.
Rasayan Journal of Chemistry, 2(2), 512-515 (2009)
Determination and validation of UV spectrophotometric method for estimation of bicalutamide tablet
Swamivelmanickam M, et al,.
International Journal of ChemTech Research, 1(4), 1189-1193 (2009)
Development and validation of a stability indicating HPLC Method for determination of Bicalutamide in pharmaceutical formulations
Reddy GNK, et al.
International Journal of Pharmacy and Biological Sciences, 2(4), 134-149 (2012)
Emiliano Ventura et al.
Journal of chromatography. A, 1600, 183-196 (2019-05-06)
A semi-quantitative method was developed to monitor the misuse of 15 SARM compounds belonging to nine different families, in urine matrices from a range of species (equine, canine, human, bovine and murine). SARM residues were extracted from urine (200 μL) with
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