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AB141291

SB 243213 dihydrochloride, 5HT2C receptor antagonist

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MW 464.9 Da, Purity >99%. Potent, selective 5-HT2C receptor antagonist (Ki = 1 nM). Neurological agent. Active *in vivo* and *in vitro*.

View Alternative Names

AIS, ANDR_HUMAN, AR, AR8, Androgen nuclear receptor variant 2, Androgen receptor, Androgen receptor (dihydrotestosterone receptor; testicular feminization; spinal and bulbar muscular atrophy; Kennedy disease), Atherosclerosis, susceptibility to, included, BXR, DHTR, DKFZp686N23123, Dihydro testosterone receptor, Dihydrotestosterone receptor (DHTR), 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-related receptor alpha, Estrra, HDL cholesterol, augmented response of, to hormone replacement, included, HUMARA, HYSP1, KD, Kennedy disease (KD), Myocardial infarction, susceptibility to, included, NF-E2-related factor 2, NF2L2_HUMAN, NR1I2_HUMAN, NR3A1, NR3A2, NR3B1, NR3C4, NRF2, Nfe2l2, Nuclear factor, Nuclear factor (erythroid derived 2) like 2, Nuclear factor erythroid 2-related factor 2, Nuclear factor erythroid derived 2 like 2, Nuclear receptor subfamily 1 group I member 2, 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 4, Nuclear receptor subfamily 3 group C member 4 (NR3C4), ONR 1, OTTHUMP00000017718, OTTHUMP00000017719, OTTHUMP00000215173, OTTHUMP00000215174, OTTHUMP00000215175, Orphan nuclear receptor PAR 1, Orphan nuclear receptor PXR, PAR, PAR q, PRR, Pregnane X receptor, RNESTROR, SBMA, SMAX1, SXR, Spinal and bulbar muscular atrophy, Spinal and bulbar muscular atrophy (SBMA), Steroid and xenobiotic receptor, Steroid hormone receptor ERR1, TFM, Testicular Feminization (TFM), androgen receptor splice variant 4b, erythroid derived 2, estrogen receptor related receptor alpha, hERR1, like 2, nuclear factor erythroid 2 like 2, pregnane X nuclear receptor variant 2

1 Images
Chemical Structure - SB 243213 dihydrochloride, 5HT2C receptor antagonist (AB141291)
  • Chemical Structure

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Chemical Structure - SB 243213 dihydrochloride, 5HT2C receptor antagonist (AB141291)

2D chemical structure image of ab141291, SB 243213 dihydrochloride, 5HT2C receptor antagonist

Key facts

CAS number

200940-23-4

Purity

>99%

Form

Solid

form

Molecular weight

464.9 Da

Molecular formula

C<sub>2</sub><sub>2</sub>H<sub>2</sub><sub>0</sub>ClF<sub>3</sub>N<sub>4</sub>O<sub>2</sub>

PubChem

15981450

Nature

Synthetic

Solubility

Soluble in DMSO to 50 mM

Soluble in ethanol to 100 mM

Biochemical name

1H-Indole-1-carboxamide, 2,3-dihydro-5-methyl-N-[6-[(2-methyl-3-pyridinyl)oxy]-3-pyridinyl]-6-(trifluoromethyl)-, hydrochloride (1:1)

Biological description

Potent, selective 5-HT2C receptor antagonist (Ki = 1 nM). Neurological agent. Active *in vivo* and *in vitro*.

Canonical smiles

CC1=CC2=C(C=C1C(F)(F)F)N(CC2)C(=O)NC3=CN=C(C=C3)OC4=C(N=CC=C4)C.Cl

InChi

InChI=1S/C22H19F3N4O2.ClH/c1-13-10-15-7-9-29(18(15)11-17(13)22(23,24)25)21(30)28-16-5-6-20(27-12-16)31-19-4-3-8-26-14(19)2;/h3-6,8,10-12H,7,9H2,1-2H3,(H,28,30);1H

InChiKey

OOOGUILTDUSZPA-UHFFFAOYSA-N

IUPAC Name

5-methyl-N-[6-(2-methylpyridin-3-yl)oxypyridin-3-yl]-6-(trifluoromethyl)-2,3-dihydroindole-1-carboxamide;hydrochloride

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
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.

Estrogen Receptor (ER) Androgen Receptor (AR) Pregnane X Receptor (PXR) Estrogen Related Receptor Alpha (ERRα) and Nuclear factor erythroid 2–related factor 2 (Nrf2) play critical roles in cellular regulation. ER and AR are nuclear hormone receptors with respective alternate names NR3A1 and NR3C4. Both receptors typically have molecular weights around 66 kDa for ER and 110 kDa for AR and are expressed widely in tissues related to their function such as breast ovarian and prostate tissues. PXR also known as NR1I2 regulates various genes involved in metabolism and detoxification primarily in the liver and intestines. ERRα although similar in nomenclature does not bind estrogen but acts as a transcriptional regulator in energy metabolism. Nrf2 functions as a transcription factor in response to oxidative stress and is ubiquitously expressed.
Biological function summary

These receptors and transcription factors orchestrate significant molecular functions. ER and AR modulate gene transcription upon binding their respective ligands estrogen and testosterone. Part of their function includes forming complexes with other co-regulators. PXR integrates metabolism-related gene expression impacting drug metabolism by forming a regulatory network with other nuclear receptors. ERRα influences mitochondrial biogenesis and function integrating energy homeostasis. Nrf2 responds to oxidative stress by dissociating from Keap1 then translocating to the nucleus to activate antioxidant response elements (ARE).

Pathways

ER and AR are integral to hormone signaling pathways. ER interacts within the estrogen-signaling pathway influencing proteins such as coactivators and corepressors. AR is active in the androgen receptor signaling pathway involving direct androgenic signaling and crosstalk with other pathways such as the Wnt signaling pathway. PXR plays a role in the nuclear receptor signaling pathways related to xenobiotic metabolism which involves the CYP3A4 enzyme and impacts detoxification processes. ERRα is linked to pathways regulating cellular energy metabolism interacting with proteins such as PGC-1α. Nrf2 fits into the KEAP1-NRF2-ARE pathway essential for mediating the antioxidant response.

ER is linked primarily to breast cancer due to its role in estrogen signaling while AR is associated with prostate cancer both involving altered receptor function and related proteins such as co-regulators. PXR plays a part in drug-induced liver injury particularly where metabolism perturbs normal function related to enzymes like CYP3A4. ERRα is implicated in metabolic disorders like obesity where altered expression affects metabolic homeostasis. Nrf2 is associated with neurodegenerative diseases notably Parkinson’s disease as oxidative stress plays a big role. Abnormal Nrf2 activity affects antioxidants and proteins connected to cellular stress responses.

Product protocols

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