(3S,4R)-N-(Chloro(4-nitrophenyl)methyl)-3-(3,4-dimethoxyphenyl)-1-methylpiperidin-4-amine

Ref. TR-C374175

Product Information

• Name: (3S,4R)-N-(Chloro(4-nitrophenyl)methyl)-3-(3,4-dimethoxyphenyl)-1-methylpiperidin-4-amine
• Synonyms: (3R,4R)-N-[chloro-(4-nitrophenyl)methyl]-3-(3,4-dimethoxyphenyl)-1-methylpiperidin-4-amine

Description

Applications (3S,4R)-N-(Chloro(4-nitrophenyl)methyl)-3-(3,4-dimethoxyphenyl)-1-methylpiperidin-4-amine is an intermediate in the synthesis of Tolafentrine (T531000), which is a dual-selective phosphodiesterase 3/4 inhibitor used in chronic experimental pulmonary hypertension.
References Huxtable, R., et al.: Pharmacol. Ther., 47, 371 (1990), Tanaka, K., et al.: Cancer Res., 55, 2927 (1995), Wagner, R., et al.: J. Pharmacol. Exp. Ther., 282, 1650 (1997), Cowan, K., et al.: Nat. Med., 6, 698 (2000), Shankavaram, U., et al.: J. Biol. Chem., 276, 19027 (2001),

• Brand: TRC

Chemical properties

• Molecular weight: 419.902
• Formula: C₂₁H₂₆ClN₃O₄
• Color/Form: Neat
• InChI: InChI=1S/C21H26ClN3O4/c1-24-11-10-18(23-21(22)14-4-7-16(8-5-14)25(26)27)17(13-24)15-6-9-19(28-2)20(12-15)29-3/h4-9,12,17-18,21,23H,10-11,13H2,1-3H3/t17-,18+,21?/m0/s1
• SMILES: COc1ccc([C@@H]2CN(C)CC[C@H]2NC(Cl)c2ccc([N+](=O)[O-])cc2)cc1OC