1054. Bentiromide

Nomenclature

CAS number: 37106-97-1
4-[[(2S)-2-(Benzoylamino)-3-(4-hydroxyphenyl)-1-oxopropyl]amino]benzoic acid; (S)-p-(α-benzamido-p-hydroxyhydrocinnamamido)benzoic acid; N-benzoyl-l-tyrosyl-p-aminobenzoic acid; BTPABA; E-2663; Chymex (Savage); PFT Roche (Roche).
C23H20N2O5; mol wt 404.42.
C 68.31%, H 4.98%, N 6.93%, O 19.78%.

Description and 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).

Chemical structure

Properties

Cryst from methanol/water, mp 240-242°. [α]D25 +72.3° (c = 1 in DMF) (US 3801562); also reported as [α]D25 +87° (c = 1 in DMF) (De Benneville).

Therapeutic Category

Diagnostic aid (pancreatic function).

Keywords

Diagnostic Aid