Cannabaceae

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"Chymex" redirects here. For the human body digestive fluid, see Chyme.
Bentiromide[1]
Names
Preferred IUPAC name
4-[(2S)-2-Benzamido-3-(4-hydroxyphenyl)propanamido]benzoic acid
Other names
(S)-4-((2-(benzoylamino)-3-(4-hydroxyphenyl) -1-oxopropyl)amino)benzoic acid
(S)-p-(α-benzamido-p-hydroxyhydrocinnamamido) benzoic acid
Benzoyltyrosyl-p-aminobenzoic acid (Btpaba)Chymex
N-benzoyl-L-tyrosyl-p-aminobenzoic acid
P-((N-benzoyl-L-tyrosin)amido)benzoic acid
Chymex (trade name)
Identifiers
3D model (JSmol)
Abbreviations Btpaba
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.048.484 Edit this at Wikidata
EC Number
  • 253-349-8
UNII
  • InChI=1S/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/t20-/m0/s1 checkY
    Key: SPPTWHFVYKCNNK-FQEVSTJZSA-N checkY
  • InChI=1/C23H20N2O5/c26-19-12-6-15(7-13-19)14-20(25-21(27)16-4-2-1-3-5-16)22(28)24-18-10-8-17(9-11-18)23(29)30/h1-13,20,26H,14H2,(H,24,28)(H,25,27)(H,29,30)/t20-/m0/s1
    Key: SPPTWHFVYKCNNK-FQEVSTJZBR
  • O=C(O)c1ccc(cc1)NC(=O)[C@@H](NC(=O)c2ccccc2)Cc3ccc(O)cc3
Properties
C23H20N2O5
Molar mass 404.4153 g/mol
Pharmacology
V04CK03 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Bentiromide is a peptide used as a screening test for exocrine pancreatic insufficiency and to monitor the adequacy of supplemental pancreatic therapy. Bentiromide is not available in the United States or Canada; it was withdrawn in the US in October 1996.[2]

Side effects

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Headache and gastrointestinal disturbances have been reported in patients taking bentiromide.[2]

Mechanism of action

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Bentiromide is given by mouth as a noninvasive test. It is broken down by the pancreatic enzyme chymotrypsin, yielding p-aminobenzoic acid (PABA). The amount of PABA and its metabolites excreted in the urine is taken as a measure of the chymotrypsin-secreting activity of the pancreas.

Chemistry

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Synthesis

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Bentiromide synthesis:[3] Synthesis, in vitro and in vivo data:[4]

It is synthesized by amide formation between ethyl p-aminobenzoate and N-benzoyl-tyrosine using N-methyl-morpholine and ethyl chlorocarbonate for activation. The resulting L-amide is selectively hydrolyzed by sequential use of dimsyl sodium (NaDMSO) and dilute acid to give bentiromide (4).

See also

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References

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  1. ^ Bentiromide – Compound Summary, PubChem.
  2. ^ a b Micromedex Detailed Consumer Information on bentiromide.
  3. ^ P. L. De Benneville, N. J. Greenberger, DE 2156835 ; eidem, U.S. patent 3,801,562 (1972, 1974 both to Rohm & Haas).
  4. ^ Debenneville, Peter L.; Godfrey, William J.; Sims, Homer J.; Imondi, Anthony R. (1972). "New substrates for a pancreatic exocrine function test". Journal of Medicinal Chemistry. 15 (11): 1098. doi:10.1021/jm00281a002. PMID 4654657.
source: https://en.wikipedia.org/wiki/Bentiromide

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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