SB-705498

ChemicalBook > CAS DataBase List > SB-705498

Product Name: SB-705498
CAS No.: 501951-42-4
Chemical Name: SB-705498
Synonyms: CS-279;SB-705498;SB 705498;SB705498;1-(2-Bromophenyl)-3-[(3R)-1-[5-(trifluoromethyl)-2-pyridyl]pyrrolidin-3-yl]urea;(R)-1-(2-bromophenyl)-3-(1-(5-(trifluoromethyl)pyridin-2-yl)pyrrolidin-3-yl)urea;N-(2-Bromophenyl)-N'-[(3R)-1-[5-(trifluoromethyl)-2-pyridinyl]-3-pyrrolidinyl]urea;Urea, N-(2-bromophenyl)-N'-[(3R)-1-[5-(trifluoromethyl)-2-pyridinyl]-3-pyrrolidinyl]-
CBNumber: CB22628383
Molecular Formula: C17H16BrF3N4O
Formula Weight: 429.23
MOL File: 501951-42-4.mol

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SB-705498 Property

Boiling point:: 506.9±50.0 °C(Predicted)
Density: 1.59
storage temp.: -20°C
solubility: Soluble in DMSO (>25 mg/ml)
pka: 13.00±0.20(Predicted)
form: solid
color: White
Stability:: Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 17313
Product name: SB-705498
Purity: ≥98%
Packaging: 1mg
Price: $39
Updated: 2024/03/01

Cayman Chemical

Product number: 17313
Product name: SB-705498
Purity: ≥98%
Packaging: 5mg
Price: $69
Updated: 2024/03/01

Cayman Chemical

Product number: 17313
Product name: SB-705498
Purity: ≥98%
Packaging: 10mg
Price: $117
Updated: 2024/03/01

ChemScene

Product number: CS-0757
Product name: SB-705498
Purity: 99.98%
Packaging: 10mg
Price: $150
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: KIN0001083
Product name: SB-705498
Purity: 95.00%
Packaging: 1MG
Price: $165.9
Updated: 2021/12/16

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SB-705498 Chemical Properties,Usage,Production

Description

The transient receptor potential vanilloid type 1 (TRPV1) receptor is a nonselective cation channel gated by noxious heat, protons, and capsaicin . SB-705498 is an orally bioavailable, competitive antagonist of the capsaicin-mediated activation of TRPV1 receptors (pK_is = 7.6, 7.5, and 7.3 for human, rat, and guinea pig, respectively). It has been shown to induce rapid, reversible inhibition of capsaicin (IC₅₀ = 3 nM)-, acid (pH 5.3)-, or heat (50°C; IC₅₀ = 6 nM)-mediated activation of human TRPV1 (at -70 mV).

in vitro

using a ca2+-based fluorometric imaging plate reader (flipr) assay, sb-705498 was shown to be a potent competitive antagonist of the capsaicin-mediated activation of the human trpv1 receptor (pki = 7.6) with activity at rat (pki = 7.5) and guinea pig (pki = 7.3) orthologs. sb-705498 caused rapid and reversible inhibition of the capsaicin (ic50 = 3 nm)-, acid (ph 5.3)-, or heat (50°c; ic50 = 6 nm)-mediated activation of human trpv1 (at =70 mv) [1].

in vivo

having initially demonstrated that sb-705498 showed good overall in vitro efficacy and oral bioavailability in rat, the in vivo activity of sb-705498 was investigated in the capsaicin-induced secondary hyperalgesia model9 in the rat. this model demonstrates the compound’s antagonist activity in vivo against the specific trpv1 agonist capsaicin. as an early indicator of potential pharmacodynamic activity, sb-705498 showed excellent activity at 10 and 30 mg/kg po with good reversal of allodynia. furthermore, sb-705498 was also shown to give 80% reversal of allodynia in the guinea pig fca model at 10 mg/kg po [2].

target

hTRPV1

References

Rami et al. (2006), ?Discovery of SB-705498: a potent and orally bioavailable TRPV1 antagonist suitable for clinical development; Bioorg. Med. Chem. Lett., 16 3287 Gunthorpe et al. (2007), Characterization of SB-705498, a Potent and Selective Vanilloid Receptor-1 (VR1/TRPV1) Antagonist That Inhibits the Capsaicin-, Acid-, and Heat-Mediated Activation of the Receptor; J. Pharmacol. Exp. Ther., 321 1183

SB-705498 Preparation Products And Raw materials

Raw materials

Preparation Products

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SB-705498 Suppliers

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SB-705498

N-(2-Bromophenyl)-N'-[(3R)-1-[5-(trifluoromethyl)-2-pyridinyl]-3-pyrrolidinyl]urea

(R)-1-(2-bromophenyl)-3-(1-(5-(trifluoromethyl)pyridin-2-yl)pyrrolidin-3-yl)urea

1-(2-Bromophenyl)-3-[(3R)-1-[5-(trifluoromethyl)-2-pyridyl]pyrrolidin-3-yl]urea

CS-279

SB 705498;SB705498

Urea, N-(2-bromophenyl)-N'-[(3R)-1-[5-(trifluoromethyl)-2-pyridinyl]-3-pyrrolidinyl]-

501951-42-4

C17H16BrF3N4O

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