Seratrodast
CS-324 · Bronic · aa-2414 · Seretra · Bronica · ABT-001 · Serabenast · CCRIS 8939
Identifiers & Physical Properties
| CAS No. | 112665-43-7 |
|---|---|
| Molecular formula | C22H26O4 |
| Average molar mass | 354.4 g/mol |
| Monoisotopic mass | 354.18310931 g/mol |
| SMILES | CC1=C(C)C(=O)C(C(CCCCCC(=O)O)c2ccccc2)=C(C)C1=O |
| InChIKey | ZBVKEHDGYSLCCC-UHFFFAOYSA-N |
| PubChem CID | 2449 |
| ChEMBL | CHEMBL70972 |
| ChEBI | CHEBI:32126 |
| EC No. | 692-169-8 |
| DTXSID | DTXSID4021397 |
Chemical & Physical Properties
| XLogP | 4.4 |
|---|---|
| Topological polar surface area | 71.4 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 8 |
| Heavy atoms | 26 |
| Formal charge | 0 |
| Complexity | 633 |
| Melting point | 118-120°C |
| Boiling point | 522.3±49.0 °C(Predicted) |
| Density | 1.140±0.06 g/cm3(Predicted) |
| Storage conditions | Sealed in dry,Store in freezer, under -20°C |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| pKa (acidity coefficient) | 4.76±0.10(Predicted) |
| Physical state | Yellow-orange solid. |
| Color | Pale Orange to Yellow |
| Merck | 14,8459 |
| InChI | InChI=1S/C22H26O4/c1-14-15(2)22(26)20(16(3)21(14)25)18(17-10-6-4-7-11-17)12-8-5-9-13-19(23)24/h4,6-7,10-11,18H,5,8-9,12-13H2,1-3H3,(H,23,24) |
| InChIKey | ZBVKEHDGYSLCCC-UHFFFAOYSA-N |
| SMILES | C1(C)C(=O)C(C)=C(C(C2=CC=CC=C2)CCCCCC(=O)O)C(=O)C=1C |
| CAS DataBase Reference | 112665-43-7(CAS DataBase Reference) |
| FDA UNII | 4U58JM421N |
| ATC code | R03DX06 |
| UNSPSC Code | 51111800 |
| NACRES | NA.77 |
| GHS pictogram | GHS08 |
| Signal word | Warning |
| GHS hazard statements | H361 |
| GHS precautionary statements | P201-P202-P280-P308+P313-P405-P501 |
| Water hazard class (WGK) | WGK 3 |
| RTECS number | DA1600050 |
| Customs code | 2918.30.3000 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Repr. 2 |
Safety & Regulations
| GHS classification | WarningH361 (100%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]P203, P280, P318, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Repr. 2 (100%) |
| Water hazard class (WGK) | WGK 3 |
| RTECS number | DA1600050 |
| Customs code | 2918.30.3000 |
| Signal word | Warning |
| GHS pictogram | GHS08 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H361 |
| Hazard class | Repr. 2 |
| GHS precautionary statements | P201-P202-P280-P308+P313-P405-P501 |
Applications & Uses
Description
Seratrodast, a novel benzoquinone derivative, is the first thromboxane A2 (TxA2) receptor antagonist to reach the market. It is orally active for the treatment of bronchospastic disorders such as asthma. TxA2, a metabolite of the arachidonate cascade, is involved in several cardiovascular and respiratory diseases through its potent biological effects on platelet aggregation and constriction of vascular and respiratory smooth muscles. Seratrodast potently inhibits platelet aggregation and bronchoconstriction induced by a TxA2 mimic and by a variety of spasmogenic prostanoids including PGF2α, PGD2 and 9α,11β-PGF2. Seratrodast shows excellent efficacy in asthma and has been reported to be potentially useful in hyper-responsive disorder. The R-(+)- seratrodast was reported to be the active isomer.
Uses
Thromboxane A2-receptor antagonist. Antiasthmatic.
Uses
antibacterial