Proglumide sodium

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MedKoo CAT#: 575922

CAS#: 99247-33-3 (sodium)

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 sodium
CAS# 99247-33-3 (sodium)

Theoretical Analysis

MedKoo Cat#: 575922
Name: Proglumide sodium
CAS#: 99247-33-3 (sodium)
Chemical Formula: C18H25N2NaO4
Exact Mass: 356.1712
Molecular Weight: 356.4
Elemental Analysis: C, 60.66; H, 7.07; N, 7.86; Na, 6.45; O, 17.96

Price and Availability

Size Price Availability Quantity
100.0mg USD 550.0 2 Weeks
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Related CAS #: 99247-33-3 (sodium)   6620-60-6 (free acid)    

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

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


InChi Code: InChI=1S/C18H26N2O4.Na/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);/q;+1/p-1

SMILES Code: [Na+].CCCN(CCC)C(=O)C(CCC(=O)[O-])NC(=O)c1ccccc1

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

Preparing Stock Solutions

The following data is based on the product molecular weight 356.4 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.

Recalculate based on batch purity %
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.