Bentiromide

Title: Bentiromide
CAS Registry Number: 37106-97-1
CAS Name: 4-[[(2S)-2-(Benzoylamino)-3-(4-hydroxyphenyl)-1-oxopropyl]amino]benzoic acid
Additional Names: (S)-p-(a-benzamido-p-hydroxyhydrocinnamamido)benzoic acid; N-benzoyl-L-tyrosyl-p-aminobenzoic acid; BTPABA
Manufacturers' Codes: E-2663
Trademarks: Chymex (Savage); PFT Roche (Roche)
Molecular Formula: C23H20N2O5
Molecular Weight: 404.42
Percent Composition: C 68.31%, H 4.98%, N 6.93%, O 19.78%
Literature References: Synthetic chymotrypsin-labile peptide, used in diagnosis of exocrine pancreatic disease. Prepn: P. L. De Benneville, N. J. Greenberger, DE 2156835; eidem, US 3801562 (1972, 1974 both to Rohm & Haas). Synthesis, in vitro and in vivo data: P. L. De Benneville et al., J. Med. Chem. 15, 1098 (1972). Early clinical studies: K. Gyr et al., Schweiz. Med. Wochenschr. 105, 1717 (1975); W. Bornschein et al., Clin. Chim. Acta 67, 21 (1976). Pediatric study: G. Dockter et al., Eur. J. Pediatr. 135, 277 (1981). Human toxicity study, effects of renal insufficiency on pancreatic function test: C. Lang et al., J. Clin. Chem. Clin. Biochem. 18, 551 (1980).
Properties: Cryst from methanol/water, mp 240-242°. [a]D25 +72.3° (c = 1 in DMF) (US 3801562); also reported as [a]D25 +87° (c = 1 in DMF) (De Benneville).
Melting point: mp 240-242°
Optical Rotation: [a]D25 +72.3° (c = 1 in DMF) (US 3801562); [a]D25 +87° (c = 1 in DMF) (De Benneville)
Therap-Cat: Diagnostic aid (pancreatic function).
Keywords: Diagnostic Aid.
Bentonite Bentoquatam Benzal Chloride Benzaldehyde Benzalkonium Chloride

Bentiromide[1]
Bentiromide.svg
Identifiers
Abbreviations Btpaba
CAS number 37106-97-1 YesY
PubChem 6957673
ChemSpider 5329364 YesY
UNII 239IF5W61J YesY
EC number 253-349-8
ChEBI CHEBI:31263 YesY
ChEMBL CHEMBL1200368 N
ATC code V04CK03
Jmol-3D images Image 1
Properties
Molecular formula C23H20N2O5
Molar mass 404.4153
Pharmacology
DrugBank DB00522
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Bentiromide is a peptide used as a screening test for exocrine pancreatic insufficiency and to monitor the adequacy of supplemental pancreatic therapy. It is given by mouth as a noninvasive test. The amount of 4-aminobenzoic acid and its metabolites excreted in the urine is taken as a measure of the chymotrypsin-secreting activity of the pancreas. Headache and gastrointestinal disturbances have been reported in patients taking bentiromide. Bentiromide is not available in the U.S. or Canada (It was withdrawn in the US in October 1996.)