| Identification | Back Directory | [Name]
BZ-TYR-4-ABZ-OH | [CAS]
37106-97-1 | [Synonyms]
btpaba
chymex
e-2663
BTPABA,PFT
BENTIROMIDE
BZ-TYR-4-ABZ-OH
BentiroMide, BTPABA
benzoyltyrosyl-p-aminobenzoicacid
N-Benzoyl-L-tyrosyl-p-aminobenzoate
n-benzoyl-l-tyrosyl-p-aminobenzoicacid
4-(N-Benzoyl-L-tyrosyl)aminobenzoic acid
p-((n-benzoyl-l-tyrosin)amido)benzoicacid
(s)-p-(alpha-benzamido-p-hydroxyhydrocinnamamido)benzoicacid
4-((2-(benzoylamino)-3-(4-hydroxyphenyl)-1-oxopropyl)amino)benzoicacid
4-((2-(benzoylamino)-3-(4-hydroxyphenyl)-1-oxopropyl)amino)-benzoicaci(s)
(s)-4-((2-(benzoylamino)-3-(4-hydroxyphenyl)-1-oxopropyl)amino)benzoicacid
4-[[(S)-2-(Benzoylamino)-3-(4-hydroxyphenyl)-1-oxopropyl]amino]benzoic acid
Benzoic acid, 4-[[(2S)-2-(benzoylamino)-3-(4-hydroxyphenyl)-1-oxopropyl]amino]-
Benzoic acid, 4-[[2-(benzoylamino)-3-(4-hydroxyphenyl)-1-oxopropyl]amino]-, (S)- | [EINECS(EC#)]
253-349-8 | [Molecular Formula]
C23H20N2O5 | [MDL Number]
MFCD00055768 | [MOL File]
37106-97-1.mol | [Molecular Weight]
404.42 |
| Chemical Properties | Back Directory | [Melting point ]
240-242° | [alpha ]
D25 +72.3° (c = 1 in DMF) (US 3801562); D25 +87° (c = 1 in DMF) (De Benneville) | [Boiling point ]
526.04°C (rough estimate) | [density ]
1.3093 (rough estimate) | [refractive index ]
1.6300 (estimate) | [storage temp. ]
Store at RT. | [solubility ]
DMSO:250.0(Max Conc. mg/mL);618.17(Max Conc. mM) | [form ]
Solid | [pka]
4.27±0.10(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Originator]
PFD Oral Sol,Eisai,Japan,1980 | [Uses]
Diagnostic aid (pancreas function
determination). | [Definition]
ChEBI: The dipeptide obtained by condensation of N-benzoyl-L-tyrosine with 4-aminobenzoic acid. Used as a noninvasive screening test for exocrine pancreatic insufficiency and to monitor the adequacy of supplemental pancreatic t
erapy, it is given by mouth: 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. | [Manufacturing Process]
A mixture was made of L-tyrosine (18.1 g, 0.1 mol) benzoyl chloride (7.0 g,
0.05 mol) and 200 ml anhydrous THF. After stirring at reflux for 2 hours, the
mixture was cooled to room temperature, and the precipitate of tyrosine
hydrochloride filtered off (11 g, 46 meq. Cl-). The THF was evaporated and
the residue extracted with CCl4 (3 X 100 ml at reflux, discarded) and then
dissolved in ethyl acetate (200 ml) filtering off insolubles. The ethyl acetate
solution was evaporated to yield 132 g solid product, MP 159°-162°C (93%).
The tyrosine was recovered (8 g) by neutralization with aqueous alkali, from
the hydrochloride.
A solution was made of N-benzyl-L-tyrosine (5.7 g, 20 mmols) and Nmethylmorpholine (2.04 g, 20 mmols) in 60 ml of THF, at -15°C, and to it was
added ethyl chloroformate (2.08 g, 20 mmols). After 12 minutes, paminobenzoic acid (2.74 g, 20 mmols) dissolved in 25 ml of THF and 0.38 g of
p-toluenesulfonic acid (2 mmols) were added, and the temperature allowed to
rise to 5°C. After 2 hours and forty minutes, the mixture was poured into l
liter of 0.1 N cold HCl, stirred one-half hour, filtered and dried, to give 8,7 g,
MP 192°-223°C. The product was recrystallized from 90 ml methanol and 40
ml water, to give 6 g (74%) of product, N-benzoyl-L-tyrosyl-p-aminobenzoic acid, MP 240°-242°C. | [Brand name]
Chymex (Savage). | [Therapeutic Function]
Diagnostic aid (pancreatic function) |
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| Company Name: |
BOC Sciences
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| Website: |
https://www.bocsci.com |
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