Benzotript

{{Short description|Cholecystokinin antagonist}}

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| CAS_number = 39544-74-6

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| PubChem = 2060890

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| ChemSpiderID = 1553298

| UNII = LS5O682BRO

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| ChEMBL = 63544

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| synonyms = Benzotrypt; CR-501; N-(p-Chlorobenzoyl)-L-tryptophan; N-(4-Chlorobenzoyl)-L-tryptophan; N-[(4-Chlorophenyl)carbonyl]tryptophan

| IUPAC_name = (2S)-2-[(4-chlorobenzoyl)amino]-3-(1H-indol-3-yl)propanoic acid

| C=18 | H=15 | Cl=1 | N=2 | O=3

| SMILES = C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)NC(=O)C3=CC=C(C=C3)Cl

| StdInChI = 1S/C18H15ClN2O3/c19-13-7-5-11(6-8-13)17(22)21-16(18(23)24)9-12-10-20-15-4-2-1-3-14(12)15/h1-8,10,16,20H,9H2,(H,21,22)(H,23,24)/t16-/m0/s1

| StdInChIKey = QJERBBQXOMUURJ-INIZCTEOSA-N

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Benzotript ({{Abbrlink|INN|International Nonproprietary Name}}), also known as N-(p-chlorobenzoyl)-L-tryptophan, is a muscle relaxant that inhibits gastric secretion and was never marketed.{{cite book | vauthors = Elks J | title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies | publisher=Springer US | year=2014 | isbn=978-1-4757-2085-3 | url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA1262 | access-date=8 October 2024 | page=1262}}{{cite journal | vauthors = Herranz R | title = Cholecystokinin antagonists: pharmacological and therapeutic potential | journal = Med Res Rev | volume = 23 | issue = 5 | pages = 559–605 | date = September 2003 | pmid = 12789687 | doi = 10.1002/med.10042 | url = }} It is a tryptamine derivative and the N-(4-chlorobenzoyl) analogue of the amino acid tryptophan. Similarly to proglumide (N2-benzoyl-N,N-dipropyl-α-glutamine), the drug acts as a competitive and non-selective cholecystokinin receptor antagonist.{{cite journal | vauthors = Maton PN, Jensen RT, Gardner JD | title = Cholecystokinin antagonists | journal = Horm Metab Res | volume = 18 | issue = 1 | pages = 2–9 | date = January 1986 | pmid = 2419234 | doi = 10.1055/s-2007-1012212 | url = }} Other more potent tryptophan derivatives have also been developed as cholecystokinin (CCK) antagonists.

References