Benzotript (INNTooltip International Nonproprietary Name), also known as N-(p-chlorobenzoyl)-L-tryptophan, is a muscle relaxant that inhibits gastric secretion and was never marketed.[1][2] It is a tryptamine derivative and the N-(4-chlorobenzoyl) analogue of the amino acid tryptophan.[1] Similarly to proglumide (N2-benzoyl-N,N-dipropyl-α-glutamine), the drug acts as a competitive and non-selective cholecystokinin receptor antagonist.[2][3] Other more potent tryptophan derivatives have also been developed as cholecystokinin (CCK) antagonists.[2]

Benzotript
Clinical data
Other namesBenzotrypt; CR-501; N-(p-Chlorobenzoyl)-L-tryptophan; N-(4-Chlorobenzoyl)-L-tryptophan; N-[(4-Chlorophenyl)carbonyl]tryptophan
Identifiers
  • (2S)-2-[(4-chlorobenzoyl)amino]-3-(1H-indol-3-yl)propanoic acid
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.049.528 Edit this at Wikidata
Chemical and physical data
FormulaC18H15ClN2O3
Molar mass342.78 g·mol−1
3D model (JSmol)
  • C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)NC(=O)C3=CC=C(C=C3)Cl
  • InChI=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
  • Key:QJERBBQXOMUURJ-INIZCTEOSA-N

References

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  1. ^ a b Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 1262. ISBN 978-1-4757-2085-3. Retrieved 8 October 2024.
  2. ^ a b c Herranz R (September 2003). "Cholecystokinin antagonists: pharmacological and therapeutic potential". Med Res Rev. 23 (5): 559–605. doi:10.1002/med.10042. PMID 12789687.
  3. ^ Maton PN, Jensen RT, Gardner JD (January 1986). "Cholecystokinin antagonists". Horm Metab Res. 18 (1): 2–9. doi:10.1055/s-2007-1012212. PMID 2419234.