MedKoo Biosciences

Proglumide
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 584335

CAS#: 6620-60-6 (free acid)

Description: Proglumide, also known as W-5219 and CR-242, is a cholecystokinin-1 receptor (CCK1) antagonist. Proglumide exerts an inhibitory effect on gastric secretion and reduces gastrointestinal motility. Proglumide enhances the antinociceptive effect of cyclooxygenase inhibitors in diabetic rats in the formalin test. Proglumide dose dependently protected rats against acetic acid-induced increase in colon weight, diarrhea, MPO activity and colonic injury. Inhibition of CCK exerts a beneficial effect in experimental colitis.

Chemical Structure

Proglumide

CAS# 6620-60-6 (free acid)

Instruction

Theoretical Analysis

MedKoo Cat#: 584335
Name: Proglumide
CAS#: 6620-60-6 (free acid)
Chemical Formula: C18H26N2O4
Exact Mass: 334.19
Molecular Weight: 334.416
Elemental Analysis: C, 64.65; H, 7.84; N, 8.38; O, 19.14

Price and Availability

Size	Price	Availability
50mg	USD 350	2 Weeks
100mg	USD 550	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Related CAS #: 99247-33-3 (sodium), 6620-60-6 (free acid),

Synonym: Proglumide; W 5219; W-5219; W-5219; CR 242; CR-242; CR242;

IUPAC/Chemical Name: Pentanoic acid, 4-(benzoylamino)-5-(dipropylamino)-5-oxo-, (+-)-

InChi Key: DGMKFQYCZXERLX-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H26N2O4/c1-3-12-20(13-4-2)18(24)15(10-11-16(21)22)19-17(23)14-8-6-5-7-9-14/h5-9,15H,3-4,10-13H2,1-2H3,(H,19,23)(H,21,22)

SMILES Code: O=C(O)CCC(NC(C1=CC=CC=C1)=O)C(N(CCC)CCC)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Product Data:

Product Data

Instruction:

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Preparing Stock Solutions

The following data is based on the product molecular weight 334.416000000000000000000000000000 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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1: Hsu CC, Bansal S, Cao H, Smith CI, He AR, Gay MD, Li Y, Cheema A, Smith JP. Safety and Pharmacokinetic Assessment of Oral Proglumide in Those with Hepatic Impairment. Pharmaceutics. 2022 Mar 12;14(3):627. doi: 10.3390/pharmaceutics14030627. PMID: 35336003; PMCID: PMC8948956. 2: Gay MD, Cao H, Shivapurkar N, Dakshanamurthy S, Kallakury B, Tucker RD, Kwagyan J, Smith JP. Proglumide Reverses Nonalcoholic Steatohepatitis by Interaction with the Farnesoid X Receptor and Altering the Microbiome. Int J Mol Sci. 2022 Feb 8;23(3):1899. doi: 10.3390/ijms23031899. PMID: 35163821; PMCID: PMC8836891. 3: Ou X, Xia T, Yang C, Yu C, Zhang S, Huang R, Chen C, Zhou C. Novel H2S donor proglumide-ADT-OH protects HUVECs from ox-LDL-induced injury through NF-κB and JAK/SATA pathway. Open Med (Wars). 2021 Sep 8;16(1):1318-1327. doi: 10.1515/med-2021-0287. PMID: 34568579; PMCID: PMC8428624. 4: Inoue S, Johanek LM, Sluka KA. Lack of Analgesic Synergy of the Cholecystokinin Receptor Antagonist Proglumide and Spinal Cord Stimulation for the Treatment of Neuropathic Pain in Rats. Neuromodulation. 2017 Aug;20(6):534-542. doi: 10.1111/ner.12601. Epub 2017 Apr 10. PMID: 28393429. 5: Suarez-Mendez S, Tovilla-Zarate CA, Ortega-Varela LF, Bermudez-Ocaña DY, Blé- Castillo JL, González-Castro TB, Zetina-Esquivel AM, Diaz-Zagoya JC, Esther Juárez-Rojop I. Isobolographic Analyses of Proglumide-Celecoxib Interaction in Rats with Painful Diabetic Neuropathy. Drug Dev Res. 2017 Mar;78(2):116-123. doi: 10.1002/ddr.21382. Epub 2017 Apr 3. PMID: 28370133. 6: Ahmad M, Abu-Taweel GM, Aboshaiqah AE, Ajarem JS. The effects of quinacrine, proglumide, and pentoxifylline on seizure activity, cognitive deficit, and oxidative stress in rat lithium-pilocarpine model of status epilepticus. Oxid Med Cell Longev. 2014;2014:630509. doi: 10.1155/2014/630509. Epub 2014 Nov 16. PMID: 25478062; PMCID: PMC4248364. 7: Ahmad M, Wadaan MA. Ameliorating effects of proglumide on neurobehavioral and biochemical deficits in animal model of status epilepticus. Pak J Pharm Sci. 2014 Nov;27(6):1945-51. PMID: 25362597. 8: Bermúdez-Ocaña DY, Aguilar-Mariscal H, Frías TR, Blé-Castillo JL, Flores- Murrieta FJ, Díaz-Zagoya JC, Granados-Soto V, Juárez-Rojop IE. Proglumide enhances the antinociceptive effect of cyclooxygenase inhibitors in diabetic rats in the formalin test. Eur J Pharmacol. 2011 Aug 16;664(1-3):8-13. doi: 10.1016/j.ejphar.2011.04.044. Epub 2011 May 1. PMID: 21549698. 9: Romański KW. The effect of cholecystokinin peptides on ovine duodeno-jejunal slow waves with and without pretreatment with proglumide. J S Afr Vet Assoc. 2007 Dec;78(4):209-14. PMID: 18507220. 10: Rubio VC, Sánchez-Vázquez FJ, Madrid JA. Role of cholecystokinin and its antagonist proglumide on macronutrient selection in European sea bass Dicentrarchus labrax, L. Physiol Behav. 2008 Mar 18;93(4-5):862-9. doi: 10.1016/j.physbeh.2007.12.001. Epub 2007 Dec 10. PMID: 18207473. 11: Peitl B, Szilvássy Z. The inhibitory effect of proglumide on meal-induced insulin sensitization in rats. Metabolism. 2007 Jul;56(7):863-4. doi: 10.1016/j.metabol.2007.03.004. PMID: 17570243. 12: Onaga T. Effect of intravenous infusion of proglumide on ruminal motility in conscious sheep (Ovis aries). Vet Res Commun. 2007 Nov;31(8):1021-36. doi: 10.1007/s11259-006-0164-z. Epub 2007 Feb 5. PMID: 17279465. 13: Mełeń-Mucha G, Ławnicka H, Mucha S. The combined effects of proglumide and fluorouracil on the growth of murine Colon 38 cancer cells in vitro. Endokrynol Pol. 2005 Nov-Dec;56(6):933-8. PMID: 16821214. 14: Fox MA, Stevenson GW, Rice KC, Riley AL. Naloxone, not proglumide or MK-801, alters effects of morphine preexposure on morphine-induced taste aversions. Pharmacol Biochem Behav. 2006 May;84(1):169-77. doi: 10.1016/j.pbb.2006.05.003. Epub 2006 Jun 14. PMID: 16777201. 15: Chen YP, Yang JS, Liu DT, Yang WP. Long-term effects of proglumide on resection of cardiac adenocarcinoma. World J Gastroenterol. 2005 May 7;11(17):2549-51. doi: 10.3748/wjg.v11.i17.2549. PMID: 15849809; PMCID: PMC4305741. 16: Al Moutaery A. Proglumide attenuates experimental colitis in rats. Exp Toxicol Pathol. 2005 Mar;56(4-5):327-32. doi: 10.1016/j.etp.2004.04.007. PMID: 15816362. 17: McCleane GJ. The cholecystokinin antagonist proglumide enhances the analgesic effect of dihydrocodeine. Clin J Pain. 2003 May-Jun;19(3):200-1. doi: 10.1097/00002508-200305000-00008. PMID: 12792559. 18: Muralidhar RV, Chirumamilla RR, Ramachandran VN, Marchant R, Nigam P. Resolution of (RS)-proglumide using lipase from Candida cylindraceae. Bioorg Med Chem. 2002 May;10(5):1471-5. doi: 10.1016/s0968-0896(01)00409-6. PMID: 11886809. 19: Wang H, Ni Q, Zhang Y, Yue Z, Zhang Q, Hou L. [The action of proglumide blocking gastrin on gastric cancer cells]. Zhonghua Wai Ke Za Zhi. 1999 Jun;37(6):341-3. Chinese. PMID: 11829855. 20: Mełeń-Mucha G. Effects of short term treatment with pentagastrin, proglumide, tamoxifen given separately or together with 5-fluorouracil on the growth in the murine transplantable Colon 38 cancer. Neoplasma. 2001;48(2):133-8. PMID: 11478694.

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