5534-95-2 Usage
Description
Pentagastrin, also known as Peptavlon, is a synthetic polypeptide and cholecystokinin-2 (CCK2) receptor agonist. It is a derivative of the natural gastrins and possesses similar physiological and pharmacological properties, such as stimulating gastric secretion, pepsin secretion, gastric motility, pancreatic secretion of water and bicarbonate, pancreatic enzyme secretion, biliary flow and bicarbonate output, intrinsic factor secretion, and contraction of the gallbladder. Pentagastrin is a white or almost white powder and is available under the brand name Peptavlon.
Uses
1. Used in Diagnostic Applications:
Pentagastrin is used as a diagnostic agent for evaluating gastric acid secretory function. It is particularly useful in testing for achlorhydria in patients with suspected pernicious anemia, atrophic gastritis, or gastric carcinoma, hypersecretion in suspected duodenal ulcer or postoperative stomal ulcers, and Zollinger-Ellison tumor.
2. Used in Anesthetic Applications (Local):
Pentagastrin is used as a local anesthetic, specifically for its effects when given parenterally. It stimulates the secretion of gastric acid, pepsin, and intrinsic factor, which can be beneficial in certain medical procedures.
3. Used in Pharmaceutical Industry:
Pentagastrin is used as a pharmaceutical compound for the development of formulations that can be used as diagnostic aids to evaluate gastric acid secretory function. These formulations containing pentagastrin have been previously utilized in the medical field for this purpose.
4. Used in Research and Development:
Pentagastrin is used in research and development for studying its effects on various physiological processes, such as gastric secretion, pepsin secretion, and gastric motility. It can also be used to investigate the role of cholecystokinin-2 (CCK2) receptors in different biological systems.
Originator
Peptavlon,I.C.I. ,UK,1967
Manufacturing Process
A solution of 3.55 parts of L-tryptophanyl-L-methionyl-L-aspartyl-Lphenylalanine amide trifluoroacetate in 30 parts of dimethylformamide is cooled to 0°C, and 1.01 parts of triethylamine are added. The mixture is stirred while 1.84 parts of N-tert-butyloxycarbonyl-β-alanine 2,4,5trichlorophenyI ester are added at 0°C. The reaction mixture is kept at 0°C for 48 hours and then at 20°-23°C for 24 hours. The mixture is added to a mixture of 100 parts of ice-water, 0.37 part of concentrated hydrochloric acid (SG 1.18), 1.2 parts of acetic acid and 20 parts of ethyl acetate. The mixture is stirred for 15 minutes at 0°-10°C and is then filtered. The solid residue is washed with water and then with ethyl acetate, and is dried at 40°-50°C under reduced pressure. There is thus obtained N-tert-butyloxycarbonyl-βalanyl-L-tryptophanyl-L-methionyl-L-aspartyl-L-phenylalanine amide, MP 213°C with de composition.
Therapeutic Function
Gastrosecretory hormone
Biochem/physiol Actions
CCKB agonist that stimulates gastric acid secretion; anxiogenic.Pentagastrin is an agonist of the cholecystokinin-2 (CCK2) receptor. It helps to increase the excitability of neurons in the basolateral amygdala through the activation of a non-specific cation channel.
Check Digit Verification of cas no
The CAS Registry Mumber 5534-95-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,3 and 4 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 5534-95:
(6*5)+(5*5)+(4*3)+(3*4)+(2*9)+(1*5)=102
102 % 10 = 2
So 5534-95-2 is a valid CAS Registry Number.
InChI:InChI=1/C37H49N7O9S/c1-37(2,3)53-36(52)39-16-14-30(45)41-28(19-23-21-40-25-13-9-8-12-24(23)25)34(50)42-26(15-17-54-4)33(49)44-29(20-31(46)47)35(51)43-27(32(38)48)18-22-10-6-5-7-11-22/h5-13,21,26-29,40H,14-20H2,1-4H3,(H2,38,48)(H,39,52)(H,41,45)(H,42,50)(H,43,51)(H,44,49)(H,46,47)/t26-,27-,28-,29-/m0/s1
5534-95-2Relevant articles and documents
Microwave-assisted solution phase peptide synthesis in neat water
Mahindra, Amit,Nooney, Karthik,Uraon, Shrikant,Sharma, Krishna K.,Jain, Rahul
, p. 16810 - 16816 (2013/09/23)
An environmentally benign protocol for solution phase peptide synthesis has been developed in neat water using TBTU/HOBt/DIEA as a coupling combination under microwave irradiation. Key features of this procedure are the replacement of commonly used toxic organic solvents like DMF and NMP, the use of lower amounts of reactants, compatibility with both N-α-Boc- and N-α-Fmoc-protected amino acids and all commonly used side-chain protective groups, short reaction time, and racemization-free synthesis in high yield and purity. The Royal Society of Chemistry 2013.
N-substituted cycloalkyl and polycycloalkyl α-substituted Trp-Phe- and phenethylamine derivatives
-
, (2008/06/13)
Novel unnatural dipeptoids of α-substituted Trp-Phe derivatives useful as agents in the treatment of obesity, hypersecretion of gastric acid in the gut, gastrin-dependent tumors, colorectal tumors, or as antipsychotics are disclosed. Further the compounds are antianxiety agents, antiulcer agents, antidepressant agents, and are agents useful for preventing the withdrawal response produced by chronic treatment or use followed by chronic treatment followed by withdrawal from nicotine, diazepam, alcohol, cocaine, caffeine, or opiods. Also disclosed are pharmaceutical compositions and methods of treatment using the dipeptoids as well as processes for preparing them and novel intermediates useful in their preparation. An additional feature of the invention is the use of the subject compounds to prepare pharmaceutical and diagnostic compositions.
An improved synthesis of pentagastrin (Acignost)
Henklein,Boomgaarden,Nieke,Georgi,Niedrich
, p. 10 - 11 (2007/10/02)
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