HuagongsheHuagongshe Chemistry Print Report · For research reference only
NADPH → (2R)-1,1,1-trifluoro-2-(4-((2R)-2-(4-fluorobenzyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | NADPH | HCID 5884 | — |
| Reactant | (2S)-1,1,1-trifluoro-2-(4-((2S)-2-(4-fluorobenzyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol | HCID 66582971 | — |
| Reactant | (2S)-1,1,1-trifluoro-2-(4-((2R)-2-(4-fluorobenzyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol | HCID 66586184 | — |
| Reactant | (2R)-1,1,1-trifluoro-2-(4-((2S)-2-(4-fluorobenzyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol | HCID 70655517 | — |
| Product | (2R)-1,1,1-trifluoro-2-(4-((2R)-2-(4-fluorobenzyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol | HCID 70654813 | — |
Reaction Steps
(2R)-1,1,1-trifluoro-2-(4-((2S)-2-(4-fluorobenzyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol; (2S)-1,1,1-trifluoro-2-(4-((2R)-2-(4-fluorobenzyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol; (2S)-1,1,1-trifluoro-2-(4-((2S)-2-(4-fluorobenzyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol. 1H NMR (400 MHz, CD3OD) δ 7.93-7.81 (m, 1H), 7.61 (d, J=2.5 Hz, 1H), 7.56-7.43 (m, 2H), 7.30-7.15 (m, 3H), 7.08-6.91 (m, 4H), 4.11 (br. s., 1H), 3.84 (d, J=11.0 Hz, 1H), 3.60 (d, J=11.3 Hz, 1H), 3.55-3.46 (m, 1H), 3.40-3.35 (m, 1H), 3.21-2.96 (m, 1H), 2.72-2.47 (m, 3H), 1.70 (s, 3H). m/z (ESI, +ve ion) 529.0 (M+H)+. GK-GKRP EC50 (NADPH-coupled)=0.895 μM; GK-GKRP EC50 (LC MS/MS)=1.25 μM.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431563B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-e011d092aeb149a28a70c1fadf61f0d8 |
| Source note | uspto-grants-2013_04 |