Flutamide - Moligand™, ≥98%(GC) , Antagonist of Androgen receptor, CAS No.13311-84-7, Antagonist of Androgen receptor

CAS: 13311-84-7 Cat. No.: F156754 Molecular Weight: 276.22 EC Number: 236-341-9

GRADE & PURITY Moligand™, ≥98%(GC)

Synonyms

76W6J0943E | BRN 2157663 | Eulexin (TN) | SCHEMBL12932289 | 4'-Nitro-3'-trifluoromethylisobutyranilide | FLUTAMIDE (USP MONOGRAPH) | FLUTAMIDE [ORANGE BOOK] | Flutamidum (INN-Latin) | KBioSS_001690 | .alpha.,.alpha.-Trifluoro-2-methyl-4'-nitro-m-propionot

Storage

Room temperature

Shipped In

Normal

Overview

Flutamide is an androgen receptor inhibitor with chemopreventive properties against bladder and prostate carcinogenesis. Flutamide inhibits the expression of testosterone regulated transforming growth factor β-1 (TGF-β1).
An androgen receptor antagonist

Specifications

Synonyms

76W6J0943E | BRN 2157663 | Eulexin (TN) | SCHEMBL12932289 | 4'-Nitro-3'-trifluoromethylisobutyranilide | FLUTAMIDE (USP MONOGRAPH) | FLUTAMIDE [ORANGE BOOK] | Flutamidum (INN-Latin) | KBioSS_001690 | .alpha., .alpha.-Trifluoro-2-methyl-4'-nitro-m-propionot

Specifications & Purity

Moligand™, ≥98%(GC)

Biochemical and Physiological Mechanisms

Flutamide is a non-steroidal anti-androgen.Non-steroidal, competitive androgen receptor antagonist. Limits the uptake of testosterone by the prostate.

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

ANTAGONIST

Mechanism of action

Antagonist of Androgen receptor

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 488179766
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179766
• Canonical Smiles: CC(C)C(=O)NC1=CC(=C(C=C1)[N+](=O)[O-])C(F)(F)F
• IUPAC Name: 2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
• InChIKey: MKXKFYHWDHIYRV-UHFFFAOYSA-N
• INCHI: 1S/C11H11F3N2O3/c1-6(2)10(17)15-7-3-4-9(16(18)19)8(5-7)11(12,13)14/h3-6H,1-2H3,(H,15,17)
• Isomeric SMILES: CC(C)C(=O)NC1=CC(=C(C=C1)[N+](=O)[O-])C(F)(F)F
• WGK Germany: 3
• RTECS: UG5700000
• Molecular Weight: 276.22
• Reaxy-Rn: 2157663
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2157663&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Trifluoromethylbenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Trifluoromethylbenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Trifluoromethylbenzenes
• Alternative Parents: Nitrobenzenes Anilides Nitroaromatic compounds N-arylamides Secondary carboxylic acid amides Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organofluorides Organic zwitterions Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl fluorides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Trifluoromethylbenzene - Nitrobenzene - Anilide - N-arylamide - Nitroaromatic compound - Carboxamide group - C-nitro compound - Organic nitro compound - Secondary carboxylic acid amide - Carboxylic acid derivative - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Alkyl halide - Organooxygen compound - Organonitrogen compound - Organofluoride - Organic oxygen compound - Organohalogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Alkyl fluoride - Organic zwitterion - Carbonyl group - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.
• External Descriptors: monocarboxylic acid amide - (trifluoromethyl)benzenes

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CYP1A2 Tchem Cytochrome P450 1A2 (1 Activities)

Discover Target: CYP1A2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

AR Tclin Androgen receptor (1 Activities)

Discover Target: AR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

AADAC Tchem Arylacetamide deacetylase (1 Activities)

Discover Target: AADAC

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Insoluble in water; Very soluble in Acetone,Methanol; Soluble in Chloroform,Ether
• Sensitivity: light sensitive
• Melt Point(°C): 112 °C
• Molecular Weight: 276.210 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 276.072 Da
• Monoisotopic Mass: 276.072 Da
• Topological Polar Surface Area: 74.900 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 352.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jiao Sha, Kaibo Hu, Tingting Li, Zidan Cao, Yameng Wan, Renren Sun, Haixia He, Gaoliang Jiang, Yu Li, Tao Li, Baozeng Ren.  (2021)  Solubility determination, model correlation, solvent effect, molecular simulation and thermodynamic properties of flutamide in eleven pure solvents at different temperatures.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2021.115559]

2. Junrong Lin, Zetao Dang, Yijing Du, Yanli Gao, Jia Li, Yuewei Zhang, Shoujun Zhu.  (2025)  Site-specific mutated albumin for covalently targeting NIR-II dye enables noninvasive imaging of blood-testis barrier integrity.  Cell Reports Physical Science,      [PMID:] [10.1016/j.xcrp.2025.102499]