| Identification | Back Directory | [Name]
Tasosartan | [CAS]
145733-36-4 | [Synonyms]
Verdia
CS-160
ANA-756
DB01349
AC1L1U5X
AC1Q6LAA
Tasosarta
TASOSARTAN
WAY-ANA-756
S1539_Selleck
Tasosartan (USAN/INN)
2,4-Dimethyl-8-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]-5,6-dihydropyrido[6,5-d]pyrimidin-7-one
WAY-ANA-756; VERDIA; S1539_SELLECK; ANA-756; AC1Q6LAA; TASOSARTAN (USAN/INN); DB01349; TASOSARTAN; AC1L1U5X
5,8-Dihydro-2,4-dimethyl-8-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]pyrido[2,3-d]pyrimidin-7(6H)-one
Pyrido[2,3-d]pyrimidin-7(6H)-one, 5,8-dihydro-2,4-dimethyl-8-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]- | [Molecular Formula]
C23H21N7O | [MDL Number]
MFCD00865905 | [MOL File]
145733-36-4.mol | [Molecular Weight]
411.46 |
| Chemical Properties | Back Directory | [Melting point ]
197-199° | [Boiling point ]
759.4±70.0 °C(Predicted) | [density ]
1.328±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly, Sonicated) | [form ]
Solid | [pka]
4.16±0.10(Predicted) | [color ]
White to Off-White |
| Hazard Information | Back Directory | [Uses]
Antihypertensive. | [Definition]
ChEBI: Tasosartan is a member of biphenyls. | [Synthesis]
Step 6) A mixture of 2,4-dimethyl-5,6,8-trihydro-8-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-7H-pyrido[2,3-d]pyrimidin-7-one and 2,4-dimethyl-5,6,8-trihydro-8-[[2'-(1-tert-butyl-1H-tetrazol-5-yl)[1,1'-biphenyl]-4 -yl]methyl]-7H-pyrido[2,3-d]pyrimidin-7-one mixture (200 mg, 0.428 mmol) was dissolved in toluene (4 mL), methanesulfonic acid (280 mL, 4.28 mmol) was added, and heated to reflux for 18 hours. Upon completion of the reaction, the mixture was concentrated and adjusted to pH 8 by the addition of water (2 mL) and 1N KOH solution (4.5 mL).The mixture was extracted with ethyl acetate (EtOAc) to remove unreacted feedstock, followed by acidification of the aqueous phase to pH 5 with 1N HCl to give a gelatinous precipitate. The precipitate was dissolved in ethyl acetate and the solution was dried over anhydrous magnesium sulfate (MgSO4) and concentrated to give a colorless oil. Grinding with a solvent mixture of acetone/ether gave 70 mg (40% yield) of the target product as a white solid with a melting point of 197°C-198°C.1H NMR (DMSO-d6) δ: 2.35 (s, 3H), 2.42 (s, 3H), 2.72 (t, J = 7.2 Hz, 2H), 2.87 (t, J = 7.2 Hz, 2H), 2.17 (s, 2H), 2.17 (s, 2H). 5.17 (s, 2H), 6.99 (d, J = 8.2 Hz, 2H), 7.18 (d, J = 8.2 Hz, 2H), 7.54 (m, 2H), 7.65 (m, 2H). ir (KBr, cm-1): 1710 (C=O). | [in vivo]
Administration of Tasosartan at doses of 1.0 and 3.0 mg/kg (iv) significantly (p<0.05) attenuates the pressor response to angiotensin-II in rats[2]. | [IC 50]
AT1 Receptor | [storage]
Store at -20°C | [References]
[1] Patent: US5256654, 1993, A
[2] Patent: US5149699, 1992, A |
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