4-((4-Chlorophenyl)-2-pyridinylmethoxy)- (S)-1-piperidinebutanoic acid monobenzenesulfonate
Bepotastine Besilate
CAS: 190786-44-8;190730-42-8
Molecular Formula: C27H31ClN2O6S
4-((4-Chlorophenyl)-2-pyridinylmethoxy)- (S)-1-piperidinebutanoic acid monobenzenesulfonate - Names and Identifiers
| Name | Bepotastine Besilate |
| Synonyms | Talion (TN) Bepotastine besylate BEPOTASTINE BESILATE Bepotastine Beslilat Bepotastine Besilate Bepotastine Besylate 4-[4-[(R)-(4-chlorophenyl)-pyridin-2-yl-methoxy]-1-piperidyl]butanoic acid 4-((4-Chlorophenyl)-2-pyridinylmethoxy)- (S)-1-piperidinebutanoic acid monobenzenesulfonate 1-Piperidinebutanoic acid, 4-[(S)-(4-chlorophenyl)-2-pyridinylmethoxy]-, monobenzenesulfonate (+)-(S)-4-(4-((4-Chlorophenyl)(2-pyridyl)methoxy)piperidino)butyric acid monobenzenesulfonate 1-Piperidinebutanoic acid, 4-[(4-chlorophenyl)-2-pyridinylmethoxy]-, (R)-, monobenzenesulfonate 1-Piperidinebutanoic acid, 4-[(4-chlorophenyl)-2-pyridinylmethoxy]-, (S)-, monobenzenesulfonate |
| CAS | 190786-44-8 190730-42-8 |
| EINECS | 1806241-263-5 |
| InChI | InChI=1/C21H25ClN2O3.C6H6O3S/c22-17-8-6-16(7-9-17)21(19-4-1-2-12-23-19)27-18-10-14-24(15-11-18)13-3-5-20(25)26;7-10(8,9)6-4-2-1-3-5-6/h1-2,4,6-9,12,18,21H,3,5,10-11,13-15H2,(H,25,26);1-5H,(H,7,8,9)/t21-;/m1./s1 |
4-((4-Chlorophenyl)-2-pyridinylmethoxy)- (S)-1-piperidinebutanoic acid monobenzenesulfonate - Physico-chemical Properties
| Molecular Formula | C27H31ClN2O6S |
| Molar Mass | 547.07 |
| Melting Point | 161-163° |
| Boling Point | 546.8°C at 760 mmHg |
| Specific Rotation(α) | D20 +6.0° (c = 5 in methanol) |
| Flash Point | 284.5°C |
| Solubility | DMSO 109 mg/mL Water <1 mg/mL Ethanol <1 mg/mL |
| Vapor Presure | 8.63E-13mmHg at 25°C |
| Appearance | Solid |
| Color | White to Light Beige |
| Storage Condition | Inert atmosphere,Room Temperature |
| Stability | Hygroscopic |
| Sensitive | Sensitive to heat and light |
| Use | Bepotastine Besilate is a non-sedative, selective histamine 1 (H1) receptor antagonist with a pIC50 of 5.7. |
| In vitro study | [14C] The flux of Bepotastine (5 μm) was significantly higher in LLC-GA5-COL150 cells than in LLC-PK1, indicating that the B- to-A flux exceeds the other direction in LLC-GA5-COL150 cells. Bepotastine stimulated P-glycoprotein-mediated ATP hydrolysis with Km,Vmax, and Vmax/Km of 1.25 mM and 108 nmol/min/mg protein, respectively, and 0.087 mL/min/mg protein. In cultured dorsal root ganglion neurons and cultured neutrophils, Bepotastine bessilate (100 mM) inhibited the concentration of Ca(2) induced by leucotriene B(4). Bepotastine (100 μm) dose-dependently inhibits ltb4-induced chemotaxis in cultured guinea pig peritoneal eosinophils. Bepotastine (1 mM) significantly reduced a23187-induced histamine release in cultured rat peritoneal mast cells. |
| In vivo study | After 6 min administration of Bepotastine (0.8 mg/kg) to WT and P-glycoprotein KO mice, the total concentration in plasma was 580 ng/mL and 467 ng/mL, respectively, plasma binding protein was 41.1 and 45.9, respectively. Absorption of [14C]Bepotastine in the presence or absence of Verapamil was 63.0 and 72.4 from the proximal region and 10.9 and 62.7 from the distal region, respectively. Bepotastine besilate (10 mg/kg) inhibited pruritus induced by intradermal injection of histamine (100 nmol/site) but had no effect on serotonin (100 nmol/site). Bepotastine besilate (1 mg/kg-10 mg/kg, P. O.) dose-dependent inhibitory substance (100 nmol/site) and leukotriene B(4) (0.03 nmol/site) induced itching. Bepotastine besilate significantly inhibited the increase of conjunctival vascular permeability in a dose-dependent manner, with a maximum effect of 1.5% in a guinea pig model of allergic conjunctivitis. Bepotastine (3 mg/kg and 10 mg/kg) was effective in inhibiting Compound 48/80-induced pruritus in BALB/c mice 1 h after oral administration. In the NC/Nga mouse model of atopic dermatitis, Bepotastine (10 mg/kg) also significantly inhibited pruritus and suppressed serum LTB(4) levels. |
4-((4-Chlorophenyl)-2-pyridinylmethoxy)- (S)-1-piperidinebutanoic acid monobenzenesulfonate - Introduction
Bepotastine Besilate is a non-sedative, selective histamine 1 (H1) receptor antagonist with a pIC50 of 5.7.
Last Update：2022-10-16 17:14:39
4-((4-Chlorophenyl)-2-pyridinylmethoxy)- (S)-1-piperidinebutanoic acid monobenzenesulfonate - Reference Information
| pharmacological action | betostine besylate (BB) is a second-generation H1 antihistamine drug. As an eye drop, it is approved by FDA in the United States and can be used for the treatment of allergic conjunctivitis. In other countries, oral BB is widely present, mainly for the improvement of allergic rhinitis (AR), urticaria and chronic pruritus, and the results are similar to those of other drug treatments. |
| biological activity | Bepotastine Besilate (TAU 284) is a non-sedative, selective histamine 1 (H1) receptor antagonist, pIC50 is 5.7. |
| Target | Value |
| Histamine H1 receptor | 5.7(pIC50) |
| Uses | Antifungal drugs, benzosulfinastine is a powerful and long-acting histamine H1 receptor antagonist with platelet activating factor (PAF) antagonist-like effect; experiments on human peripheral blood mononuclear cells show that the antiallergic effect of this compound may be related to the mediation of interleukin-5; benzosulfonate can quickly and effectively inhibit the three main symptoms of allergic rhinitis: sneezing, runny nose and nasal congestion. |
Last Update：2024-04-09 21:11:58
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Product Name: Bepotastine Impurity 2 p-Toluenesulfonate (R)-Bepotastine p-Toluenesulfonate) Visit Supplier Webpage Request for quotationCAS: 190730-42-8
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Multiple Specifications
Product Name: Bepotastine Besilate Visit Supplier Webpage Request for quotationCAS: 190786-44-8
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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