BZ-TYR-4-ABZ-OH

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BZ-TYR-4-ABZ-OH Basic information
Product Name:BZ-TYR-4-ABZ-OH
Synonyms:BZ-TYR-4-ABZ-OH;BENTIROMIDE;btpaba;chymex;e-2663;n-benzoyl-l-tyrosyl-p-aminobenzoicacid;p-((n-benzoyl-l-tyrosin)amido)benzoicacid;4-(N-Benzoyl-L-tyrosyl)aminobenzoic acid
CAS:37106-97-1
MF:C23H20N2O5
MW:404.42
EINECS:253-349-8
Product Categories:
Mol File:37106-97-1.mol
BZ-TYR-4-ABZ-OH Structure
BZ-TYR-4-ABZ-OH Chemical Properties
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
pka4.27±0.10(Predicted)
color White to off-white
Safety Information
MSDS Information
BZ-TYR-4-ABZ-OH Usage And Synthesis
OriginatorPFD Oral Sol,Eisai,Japan,1980
UsesDiagnostic aid (pancreas function determination).
DefinitionChEBI: 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 ProcessA 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 nameChymex (Savage).
Therapeutic FunctionDiagnostic aid (pancreatic function)
BZ-TYR-4-ABZ-OH Preparation Products And Raw materials
Raw materials4-Aminobenzoic acid-->Sodium chloride-->4-Methylmorpholine
Tag:BZ-TYR-4-ABZ-OH(37106-97-1) Related Product Information
PANCREATIC POLYPEPTIDE (RANA TEMPORARIA) Secretin (human) CHEMBRDG-BB 9071855 BZ-PHE-NH2 4-(BUTYLAMINO)BENZOIC ACID AC-TYR-NHME BZ-TYR-4-ABZ-OH 4-Acetamidobenzaldehyde BZ-TYR-NH2 BZ-TYR-4-ABZ-OH SODIUM SALT,BZ-TYR-4-ABZ-OH NA SALT,BENTIROMIDE,bentiromide sodium,Bentiromide, N-Benzoyl-L-tyrosyl-4-aminobenzoic acid sodium salt p-Acetylamino benzoic acid 4-(propionylamino)benzoic acid AC-TYR-NH2

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