Trifluoperazine N-β-D-Glucuronide

• CAT Number: M140448
• CAS Number: 165602-90-4
• Molecular Formula: C27H32F3N3O6S
• Molecular Weight: 583.623
• Purity: ≥95%
• Synonyms: (2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[1-methyl-4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-ium-1-yl]oxane-2-carboxylate; DTXSID60858504
• Target: UGT
• Storage: -20°C
• IUPAC Name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[1-methyl-4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-ium-1-yl]oxane-2-carboxylate
• InChI: InChI=1S/C27H32F3N3O6S/c1-33(25-23(36)21(34)22(35)24(39-25)26(37)38)13-11-31(12-14-33)9-4-10-32-17-5-2-3-6-19(17)40-20-8-7-16(15-18(20)32)27(28,29)30/h2-3,5-8,15,21-25,34-36H,4,9-14H2,1H3/t21-,22-,23+,24-,25+/m0/s1
• InChIKey: AFYPHWNGUDUHIW-ARXROMJUSA-N
• SMILES: C[N+]1(CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)C5C(C(C(C(O5)C(=O)[O-])O)O)O

Trifluoperazine N-β-D-Glucuronide is a metabolite of trifluoperazine, an antipsychotic drug commonly used to treat schizophrenia and anxiety. This metabolite results from the glucuronidation process, where trifluoperazine is conjugated with glucuronic acid, facilitating its excretion from the body. Glucuronidation typically occurs in the liver, making drugs more water-soluble and easier to eliminate via the kidneys. While trifluoperazine acts as a dopamine receptor antagonist, influencing neurotransmission in the brain, its N-β-D-glucuronide form is primarily inactive and represents the body’s way of detoxifying and removing the drug after it has exerted its therapeutic effects.