Details
Stereochemistry | ACHIRAL |
Molecular Formula | C28H52O7P2 |
Molecular Weight | 562.6558 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)OP(=O)(OC(C)C)C(CC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C)P(=O)(OC(C)C)OC(C)C
InChI
InChIKey=YLJOVCWVJCDPLN-UHFFFAOYSA-N
InChI=1S/C28H52O7P2/c1-18(2)32-36(30,33-19(3)4)25(37(31,34-20(5)6)35-21(7)8)17-22-15-23(27(9,10)11)26(29)24(16-22)28(12,13)14/h15-16,18-21,25,29H,17H2,1-14H3
Tetraisopropyl 2-(3,5-Di-Tert-Butyl-4-Hydroxyphenyl)Ethyl-1,1-Biphosphonate (also known as SR-9223I and SR 45023A) is a gem-diphosphonate derivative patented by Symphar S. A. as an antihypertensive and anti-inflammatory agent. Tetraisopropyl 2-(3,5-Di-Tert-Butyl-4-Hydroxyphenyl)Ethyl-1,1-Biphosphonate acts as 3-hydroxy-3-methylglutaryl reductase inhibitor, besides that SR-9223I suppresses acyl-CoA: cholesterol acyltransferase activity and prevents the oxidation of plasma lipoproteins. In preclinical studies, SR-9223i reduces blood cholesterol concentrations in mice, hamsters, dogs, and monkeys. SR-9223i inhibits the growth of a wide variety of tumor cell lines in vitro and triggered apoptosis in HL60 cells in less than 2 h. SR-9223i induces caspase-3 activity at concentrations similar to it’s IC(50) values for cell proliferation. Unfortunately, in clinical trials SR-9223I failed to demonstrate efficacy in patients with refractory melanoma and further development was discontinued.
Approval Year
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126411-13-0
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DTXSID80925540
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176405
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JQ95208805
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C1873
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admin on Fri Dec 15 15:53:23 GMT 2023 , Edited by admin on Fri Dec 15 15:53:23 GMT 2023
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