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AB141234

Flutamide, Androgen receptor antagonist

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MW 276.21 Da, Purity >99%. Non-steroidal, competitive androgen receptor antagonist. Limits the uptake of testosterone by the prostate.

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2700049B16Rik, 3110031N04Rik, 5 hydroxytryptamine (serotonin) receptor 6 G protein coupled, 5 hydroxytryptamine 6 receptor, 5-HT-6, 5-hydroxytryptamine receptor 6, 5HT6R_HUMAN, AAAD_HUMAN, ACLS, AI838772, AIS, ANDR_HUMAN, AR, AR8, ARO, ARO1, AW493413, Aada, Aadac, Androgen nuclear receptor variant 2, Androgen receptor, Androgen receptor (dihydrotestosterone receptor; testicular feminization; spinal and bulbar muscular atrophy; Kennedy disease), Aromatase, Arylacetamide deacetylase, Arylacetamide deacetylase (esterase), Atherosclerosis, susceptibility to, included, BK channel, BK channel beta subunit, BK channel subunit beta-1, BK channel subunit beta-2, BK channel subunit beta-4, BKCA alpha, BKCA alpha subunit, BKTM, BKbeta, BKbeta1, BKbeta2, BKbeta4, BXR, CAPC, CES5A1, CP19A_HUMAN, CPV1, CYAR, CYP19, CYPXIX, Calcium activated potassium channel beta 4 subunit, Calcium activated potassium channel subfamily M subunit beta 1, Calcium activated potassium channel subfamily M subunit beta 2, Calcium activated potassium channel subfamily M subunit beta 4, Calcium-activated potassium channel, Calcium-activated potassium channel subunit alpha-1, Calcium-activated potassium channel subunit beta, Calcium-activated potassium channel subunit beta-1, Calcium-activated potassium channel subunit beta-2, Calcium-activated potassium channel subunit beta-4, Charybdotoxin receptor subunit beta-1, Charybdotoxin receptor subunit beta-2, Charybdotoxin receptor subunit beta-4, Cyp19a1, Cytochrome P-450AROM, Cytochrome P450 19A1, Cytochrome P450, family 19, subfamily A, polypeptide 1, Cytochrome P450, subfamily XIX (aromatization of androgens), Cytokeratin-associated protein in cancer, DAC, DHTR, DKFZp686N23123, DNA binding protein, Dihydro testosterone receptor, Dihydrotestosterone receptor (DHTR), Drosophila slowpoke like, ER, ER-alpha, ER-beta, ERR a, ERR-alpha, ERR1 protein, ERR1_HUMAN, ER[a], ER[b], ESR, ESR B, ESR BETA, ESR1_HUMAN, ESRA, ESRL 1, ESRR A, ESTR B, Era, Erb, Erb2, Estr, Estra, Estradiol Receptor alpha, Estradiol Receptor beta, Estradiol receptor, Estrogen Receptor 1, Estrogen Receptor 2, Estrogen receptor, Estrogen receptor 1 (alpha), Estrogen receptor 2 (ER beta), Estrogen receptor 2 ER beta, Estrogen receptor alpha, Estrogen receptor beta 4, Estrogen receptor related 1, Estrogen receptor-like 1, Estrogen resistance, included, Estrogen synthase, Estrogen synthetase, Estrogen-related receptor alpha, Estrra, FLJ00280, FLJ00318, FLJ11090, FLJ16020, FLJ16733, GCPS, GLI Kruppel family member GLI 3, GLI Kruppel family member GLI3 (Greig cephalopolysyndactyly syndrome), GLI family zinc finger 3, GLI3 C-terminally truncated form, GLI3 form of 190 kDa, GLI3 form of 83 kDa, GLI3 full length protein, GLI3-190, GLI3-83, GLI3FL, GLI3_HUMAN, Glioma associated oncogene family zinc finger 3, HDL cholesterol, augmented response of, to hormone replacement, included, HTR 6, HUMARA, HYSP1, Hbeta1, Hbeta2, Hbeta3, Hbeta4, IMD42, K(VCA)alpha, K(VCA)beta, K(VCA)beta-1, K(VCA)beta-2, K(VCA)beta-4, KCMA1_HUMAN, KCMB1_HUMAN, KCMB2_HUMAN, KCMB4_HUMAN, KCNMA, KCNMA1, KCNMB 1, KCNMB 2, KCa1.1, KD, Kennedy disease (KD), LRC26_HUMAN, Large conductance Ca2+ activated K+ channel beta 1 subunit, Large conductance Ca2+ activated K+ channel beta2 subunit, Large conductance calcium activated potassium channel beta 2 subunit, Large conductance calcium dependent potassium ion channel beta 4 subunit, Leucine-rich repeat-containing protein 26, Lrrc26, MGC102720, MGC104252, MGC104309, MGC112732, MGC129539, MGC22431, MGC57945, Maxi K channel, Maxi K channel beta subunit, Maxi K channel subunit beta-1, Maxi K channel subunit beta-2, Maxi K channel subunit beta-4, Maxi Potassium channel alpha, MaxiK, MaxiK channel beta 2 subunit, Microsomal monooxygenase, Myocardial infarction, susceptibility to, included, NR1B1, NR1F3, NR1I2_HUMAN, NR2B1, NR3A1, NR3A2, NR3B1, NR3C3, NR3C4, Nuclear mitotic apparatus protein retinoic acid receptor alpha fusion protein, Nuclear receptor ROR-gamma, Nuclear receptor RZR-gamma, Nuclear receptor subfamily 1 group B member 1, Nuclear receptor subfamily 1 group F member 3, Nuclear receptor subfamily 1 group I member 2, Nuclear receptor subfamily 2 group B member 1, Nuclear receptor subfamily 3 group A member 1, Nuclear receptor subfamily 3 group A member 2, Nuclear receptor subfamily 3 group B member 1, Nuclear receptor subfamily 3 group C member 3, Nuclear receptor subfamily 3 group C member 4, Nuclear receptor subfamily 3 group C member 4 (NR3C4), Nucleophosmin retinoic acid receptor alpha fusion protein NPM RAR long form, ONR 1, OTTHUMP00000017718, OTTHUMP00000017719, OTTHUMP00000022510, OTTHUMP00000162543, OTTHUMP00000198350, OTTHUMP00000215173, OTTHUMP00000215174, OTTHUMP00000215175, Oncogene GLI3, Orphan nuclear receptor PAR 1, Orphan nuclear receptor PXR, P 450AROM, PAP A, PAPB, PAR, PAR q, PGR, PPD IV, PR, PRA, PRB, PRGR_HUMAN, PRR, Potassium large conductance calcium activated channel subfamily M beta member 1, Potassium large conductance calcium activated channel subfamily M beta member 2, Potassium large conductance calcium activated channel subfamily M beta member 4, Pregnane X receptor, Progesterone receptor, Progestin receptor form A, Progestin receptor form B, RAR, RAR related orphan nuclear receptor variant 2, RAR related orphan receptor C, isoform a, RAR related orphan receptor gamma, RAR-alpha, RAR-related orphan receptor C, RARA_HUMAN, RARalpha1, RNESTROR, RORG_HUMAN, RP24-311F12.2, RXR alpha1, RXRA_HUMAN, RZR GAMMA, RZRG, Retinoic acid binding receptor gamma, Retinoic acid nuclear receptor alpha variant 1, Retinoic acid nuclear receptor alpha variant 2, Retinoic acid receptor RXR-alpha, Retinoic acid receptor alpha, Retinoic acid receptor alpha polypeptide, Retinoid X nuclear receptor alpha, Retinoid X receptor alpha, Retinoid-related orphan receptor-gamma, Rorc, SAKCA, SBMA, SCAN1, SLO, SMAX1, SXR, Serotonin receptor 6, Slo homolog, Slo-alpha, Slo-beta, Slo-beta-1, Slo-beta-2, Slo-beta-4, Slo1, Slowpoke homolog, Spinal and bulbar muscular atrophy, Spinal and bulbar muscular atrophy (SBMA), Steroid and xenobiotic receptor, Steroid hormone receptor ERR1, TFM, TOR, TYDP, TYDP1_HUMAN, Testicular Feminization (TFM), Transcriptional activator GLI3, Transcriptional repressor GLI3R, Tyr-DNA phosphodiesterase 1, Tyrosyl-DNA phosphodiesterase 1, Zinc finger protein GLI 3, androgen receptor splice variant 4b, bA350O14.10, cytokeratin-associated protein, estrogen receptor related receptor alpha, flavoprotein-linked monooxygenase, hERR1, hSlo, hslo beta, pregnane X nuclear receptor variant 2, subfamily M subunit alpha-1, subfamily M subunit beta-1, subfamily M subunit beta-2, subfamily M subunit beta-4

1 Images
Chemical Structure - Flutamide, Androgen receptor antagonist (AB141234)
  • Chemical Structure

Lab

Chemical Structure - Flutamide, Androgen receptor antagonist (AB141234)

2D chemical structure image of ab141234, Flutamide, Androgen receptor antagonist

Key facts

CAS number

13311-84-7

Purity

>99%

Form

Solid

form

Molecular weight

276.21 Da

Molecular formula

C<sub>1</sub><sub>1</sub>H<sub>1</sub><sub>1</sub>F<sub>3</sub>N<sub>2</sub>O<sub>3</sub>

PubChem

3397

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Soluble in ethanol to 100 mM

Biochemical name

Flutamide

Biological description

Non-steroidal, competitive androgen receptor antagonist. Limits the uptake of testosterone by the prostate.

Canonical smiles

CC(C)C(=O)NC1=CC(=C(C=C1)[N+](=O)[O-])C(F)(F)F

InChi

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)

InChiKey

MKXKFYHWDHIYRV-UHFFFAOYSA-N

IUPAC Name

2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
Ambient
Appropriate long-term storage conditions
Ambient
Storage information
The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

The proteins listed contain several receptors and channels with key functions in cellular signaling and ion transport. For example the progesterone receptor and estrogen receptor are nuclear hormone receptors that mediate the effects of their respective steroid hormones and they often present in reproductive tissues. The Gli3 transcription factor regulates gene expression in response to Hedgehog signaling. The Maxi Potassium channel alpha (also known as SLO) and its beta subunits (KCNMB1 KCNMB2 and KCNMB4) facilitate the movement of potassium ions across cell membranes which is critical in controlling cellular excitability. TDP1 a DNA repair enzyme plays a role in fixing topoisomerase I-induced DNA damage. The androgen receptor a target for flutamide is vital for mediating the effects of androgens in various tissues including prostate cells. Retinoic Acid Receptor alpha and its heterodimer partner Retinoid X Receptor alpha (RXRA) regulate gene transcription in response to retinoic acid. KCNMB4 and the LRRC26 are auxiliary subunits modulating large conductance Ca2+-activated K+ (BK) channels.
Biological function summary

These proteins coordinate essential functions such as gene regulation ion transport and metabolic pathways. The estrogen related receptor alpha influences metabolic regulation and energy balance while the ROR gamma receptor involves in immune response and circadian rhythm. Maxi Potassium channels modulate muscle contraction neurotransmitter release and vascular tone. Notably aromatase an enzyme converts androgens into estrogens impacting reproductive physiology. The PXR (pregnane X receptor) and RXRA complex manages the detoxification of xenobiotics in the liver.

Pathways

Many targets participate in important signaling and metabolic pathways. The Hedgehog signaling pathway requires Gli3 for proper developmental signaling. The Wnt signaling pathway can interact with the retinoic acid receptors impacting cell fate decisions and growth. Ion channels such as Maxi Potassium channels integrate into pathways that regulate muscle excitability and neuronal action potentials. The serotonin receptor 5HT6 plays a role in neurotransmitter pathways affecting cognitive functions.

These proteins have implications in cancer and cardiovascular diseases. Estrogen and progesterone receptors are well-known in breast cancer pathogenesis with the androgen receptor linked to prostate cancer development; antagonists like flutamide aim to inhibit receptor activity. Moreover mutations or dysregulation of channels like Maxi Potassium may result in conditions such as atrial fibrillation. Aromatase overactivity links to estrogen-dependent cancers while abnormalities in retinoic acid signaling involving RXRA relate to leukemia. The ROR gamma receptor might contribute to autoimmune diseases and its modulation presents therapeutic potential.

Product protocols

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