Introduction：Basic information about GABEXATE CAS 39492-01-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
GABEXATE Basic information
| Product Name: | GABEXATE |
| Synonyms: | GABEXATE;GabexateMesylateBase;[N'-[5-(4-ethoxycarbonylphenoxy)carbonylpentyl]carbamimidoyl]azanium methanesulfonate;4-[(6-Guanidinohexanoyl)oxy]benzoic acid ethyl ester;4-[[6-[[Amino(imino)methyl]amino]-1-oxohexyl]oxy]benzoic acid ethyl ester;diaminomethylidene-[6-(4-ethoxycarbonylphenoxy)-6-oxohexyl]ammonium;Benzoic acid, 4-[[6-[(aminoiminomethyl)amino]-1-oxohexyl]oxy]-, ethylester;Gabexate USP/EP/BP |
| CAS: | 39492-01-8 |
| MF: | C16H23N3O4 |
| MW: | 321.37 |
| EINECS: | |
| Product Categories: | Proteinase-activated receptor (PAR) |
| Mol File: | 39492-01-8.mol |
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GABEXATE Chemical Properties
| Boiling point | 472.2±55.0 °C(Predicted) |
| density | 1.20±0.1 g/cm3(Predicted) |
| storage temp. | Desiccate at RT |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 13.83±0.70(Predicted) |
| color | White |
Safety Information
GABEXATE Usage And Synthesis
| Originator | Gabexate Mesylate,Shangai Lansheng |
| Uses | Gabexate mesylate is used in combination with somatostatin and octreotide in the treatment of severe acute pancreatitis in elderly patients. |
| Definition | ChEBI: 4-[6-(diaminomethylideneamino)-1-oxohexoxy]benzoic acid ethyl ester is a benzoate ester. |
| Manufacturing Process | Guanidinocaproic acid p-tosyl salt and thionyl chloride were mixed together toreact at the room temperature. An endothermic reaction occurred and thecaproic acid gradually dissolved. Then the reaction mixture was left standingfor 1 to 2 h and was extracted with ether. The lower oily layer and the etherlayer were separated from each other and the lower layer was repeatedlywashed with ether. Then the oily substance (caproic acid chloride) was addedwith benzoic acid ethyl ester in tetrahydrofuran, and the mixture was stirred.After the mixture became a uniform solution, of pyridine were graduallyadded. An exothermic reaction occurred and an oily substance came to beseparated in the lower layer. After the completion of the reaction, the oilysubstance was washed with water and then recrystallized from hot water onceor twice. Thus 4-(6-guanidino-hexanoyloxy)-benzoic acid ethyl ester salt wasobtained as white crystals.
To obtained the base 4-(6-guanidino-hexanoyloxy)-benzoic acid ethyl esterthe 4-(6-guanidino-hexanoyloxy)-benzoic acid ethyl ester salt must be treatedby, for example, sodium hydroxide.
In practice it is usually used as mesylate. |
| Therapeutic Function | Enzyme inhibitor |
| Biological Activity | Serine protease inhibitor; inhibits trypsin, plasmin, plasma kallikrein and thrombin (IC 50 values are 9.4, 30, 41 and 110 mM respectively). Antithrombotic in vitro and in vivo . Also inhibits LPS-induced TNF- α production, probably by inhibiting NF- κ B and AP-1 activation. |
GABEXATE Preparation Products And Raw materials
| Raw materials | Sodium hydroxide-->Ethyl benzoate-->Thionyl chloride-->Pyridine |
