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ATC code | |
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CompTox Dashboard ( EPA) | |
ECHA InfoCard | 100.164.003 |
Chemical and physical data | |
Formula | C20H26ClNO5 |
Molar mass | 395.88 g·mol−1 |
3D model ( JSmol) | |
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Cloricromen is a platelet aggregation inhibitor. [1] Coronary vasodilator.
Base catalyzed alkylation of Ethyl Acetoacetate [141-97-9] (1) with 2-Chlorotriethylamine [100-35-6] (2) gives ethyl 2-(2-diethylaminoethyl)acetoacetate [23999-02-2] (3). Disulfonation of resorcinol [108-46-3] (4) with 96% sulfuric acid gives 4,6-dihydroxybenzene-1,3-disulfonic Acid [17724-11-7] (5). This is reacted with potassium chlorate [3811-04-9] in acid and alkalized to give 5-Chloro-4,6-dihydroxybenzene-1,3-disulfonic acid, PC20077643 (6). Hydrolysis of the sulfonate groups in dilute acid occurs to give 2-chlororesorcinol [6201-65-6] (7). The acid catalyzed condensation between (3) and (7) led to 8-chloro-3-[2-(diethylamino)ethyl]-7-hydroxy-4-methylchromen-2-one, PC20144545 [70665-54-2] (8). Ether formation with ethyl bromoacetate [105-36-2] (9) completed the synthesis of Carbocromen (10).
Clinical data | |
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ATC code | |
Identifiers | |
| |
CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
KEGG | |
ChEMBL | |
CompTox Dashboard ( EPA) | |
ECHA InfoCard | 100.164.003 |
Chemical and physical data | |
Formula | C20H26ClNO5 |
Molar mass | 395.88 g·mol−1 |
3D model ( JSmol) | |
| |
|
Cloricromen is a platelet aggregation inhibitor. [1] Coronary vasodilator.
Base catalyzed alkylation of Ethyl Acetoacetate [141-97-9] (1) with 2-Chlorotriethylamine [100-35-6] (2) gives ethyl 2-(2-diethylaminoethyl)acetoacetate [23999-02-2] (3). Disulfonation of resorcinol [108-46-3] (4) with 96% sulfuric acid gives 4,6-dihydroxybenzene-1,3-disulfonic Acid [17724-11-7] (5). This is reacted with potassium chlorate [3811-04-9] in acid and alkalized to give 5-Chloro-4,6-dihydroxybenzene-1,3-disulfonic acid, PC20077643 (6). Hydrolysis of the sulfonate groups in dilute acid occurs to give 2-chlororesorcinol [6201-65-6] (7). The acid catalyzed condensation between (3) and (7) led to 8-chloro-3-[2-(diethylamino)ethyl]-7-hydroxy-4-methylchromen-2-one, PC20144545 [70665-54-2] (8). Ether formation with ethyl bromoacetate [105-36-2] (9) completed the synthesis of Carbocromen (10).