SML2491

Azasetron hydrochloride

≥98% (HPLC)

• Synonym(s): 6-Chloro-4-methyl-3-oxo-N-(quinuclidin-3-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxamide hydrochloride, N-(1-Azabicyclo[2.2.2]oct-3-yl)-6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxamide hydrochloride, N-1-Azabicyclo[2.2.2]oct-3-yl-6-chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxamide monohydrochloride, Y 25130, Y-25130, Y25130
• Empirical Formula (Hill Notation): C₁₇H₂₀ClN₃O₃ · HCl
• CAS Number: 123040-16-4
• Molecular Weight: 386.27
• MDL number: MFCD00209913
• UNSPSC Code: 12352200
• NACRES: NA.54

Properties

• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: H₂O: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: CN1C(COC2=C(C=C(Cl)C=C12)C(NC3CN4CCC3CC4)=O)=O.Cl
• InChI: 1S/C17H20ClN3O3.ClH/c1-20-14-7-11(18)6-12(16(14)24-9-15(20)22)17(23)19-13-8-21-4-2-10(13)3-5-21;/h6-7,10,13H,2-5,8-9H2,1H3,(H,19,23);1H
• InChI key: DBMKBKPJYAHLQP-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Azasetron (Y-25130) is an orally active, potent and selective 5-HT3 receptor antagonist (binding Ki = 0.33 nM against [3H]granisetron/rat small intestine, 2.9 nM against [3H]quipazine/rat cortex; little or no affinity toward H1,d5-HT1A/2, Dopamine D1/2, α1/α2 adrenoceptor, muscarinic receptors) with in vivo antiemetic efficacy (0.1-0.3 mg/kg i.v. & 0.1-1 mg/kg p.o.; dogs, ferrets). Y-25130 inhibits 5-HT-induced bradycardia in anesthetized rats (ED50 = 820 ng/kg i.v.), while concurrent intrahippocampal infusion (1.0 μg/side) prevents memory function impairment caused by muscarinic acetylcholine receptor antagonist scopolamine (3.2 μg/side), but not NMDA receptor antagonist CPP (32 ng/side).

Orally active, potent and selective 5-HT3 receptor antagonist with in vivo antiemetic efficacy.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable