Basic information Safety Supplier Related

BZ-TYR-4-ABZ-OH

Basic information Safety Supplier Related

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
Mol File:
37106-97-1.mol
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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
pka
4.27±0.10(Predicted)
color 
White to off-white
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BZ-TYR-4-ABZ-OH Usage And Synthesis

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)

BZ-TYR-4-ABZ-OHSupplier

Shanghai Hanhong Scientific Co.,Ltd.
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021-54306202 13764082696
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info@hanhongsci.com
Chemsky(shanghai)International Co.,Ltd.
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021-50135380
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Shanghai Chaolan Chemical Technology Center
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QQ:65489617 15618227136
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Nanjing Leon Biological Technology Co., Ltd.
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17705183659
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sales@njleonbiotech.com
Nanjing Peptide Biotech Ltd.
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025-025-58361106-805-805 13082558573
Email
liugang@njpeptide.com