PROGLUMIDE, SODIUM SALT structure, CAS 99247-33-3

PROGLUMIDE, SODIUM SALT

CAS Number99247-33-3

SynonymsN-Benzoyl-N',N'-dipropyl-DL-isoglutamine Sodium-Potassium salt; Glutaramic acid,4-benzamido-N,N-dipropyl-,sodium salt,dl; dl-4-Benzamido-N,N-dipropylglutaramic acid sodium salt; Proglumide sodium salt; Pentanoic acid,4-(Benzoylamino)-5-(dipropylamino)-5-oxo-,monosodium salt,(+-); 4-Benzoylamino-5-dipropylamino-5-oxopentanoic acid Sodium-Potassium salt; Proglumide sodium

Molecular FormulaC18H25N2NaO4

Molecular Weight356.39

Purity98%

Density

Boiling Point

Melting Point

Flash Point

Appearancesolid

EINECS

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Cat. No.: 2A-9060828 Purity: 98%
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Chemical & Physical Properties
CAS Number99247-33-3
Catalog No.2A-9060828
Chinese Name丙谷胺 钠盐
SynonymsN-Benzoyl-N',N'-dipropyl-DL-isoglutamine Sodium-Potassium salt; Glutaramic acid,4-benzamido-N,N-dipropyl-,sodium salt,dl; dl-4-Benzamido-N,N-dipropylglutaramic acid sodium salt; Proglumide sodium salt; Pentanoic acid,4-(Benzoylamino)-5-(dipropylamino)-5-oxo-,monosodium salt,(+-); 4-Benzoylamino-5-dipropylamino-5-oxopentanoic acid Sodium-Potassium salt; Proglumide sodium
Molecular FormulaC18H25N2NaO4
Molecular Weight356.39
Purity98
Appearancesolid
Storage Condition2-8°C, dry, filled with argon
ApplicationProglumide sodium is a nonpeptide and orally active cholecystokinin (CCK)-A/B receptor antagonist. Proglumide sodium selectively blocks the effects of CCK in the central nervous system. Proglumide sod
HTC2924299090
PubChem ID24896533
MDL NumberMFCD00069301
SMILES[Na+].CCCN(CCC)C(=O)C(CCC([O-])=O)NC(=O)c1ccccc1
InChI1S/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
InChI KeyUFMWGCINVOIJSO-UHFFFAOYSA-M
NACRES CodeNA.77
UNSPSC12352200
Hazard Symbolstransportation
MSDSmsds/60828_1_99247_33_3.pdf
BioactivityProglumide sodium is a nonpeptide and orally active cholecystokinin (CCK)-A/B receptors antagonist. Proglumide sodium selective blocks CCK's effects in the central nervous system (CNS). Proglumide sodium has ability to inhibit gastric secretion and to protect the gastroduodenal mucosa. Proglumide sodium also has antiepileptic and antioxidant activities[1][2][3][4][5]. Related Catalog Research Areas >> Cancer Research Areas >> Endocrinology Signaling Pathways >> GPCR/G Protein >> Cholecystokinin Receptor Research Areas >> Neurological Disease Target Cholecystokinin (CCK)-A/B receptors[1][2] In Vitro In an in vitro study, Proglumide at concentrations between 0.3-10 mM inhibits CCK-stimulated amylase release dose-dependently, while Proglumide does not influence the basal amylase release at concentrations between 0-3 mM. Dose-response curves to CCK for amylase release shifted to the right with increase in Proglumide concentration. This inhibition by Proglumide is reversible. In addition, the effect of Proglumide is selective for CCK and its related peptide[2]. The incubation of HT29 cells with Proglumide significantly reduces the [3H]-thymidine incorporation to HT29 cells in a dose-dependent manner, with an IC50 of 6.5 mM. Proglumide reduces in a dose-dependent manner the percentage of necrosis with a parallel increase of apoptosis up to 70%[3]. In Vivo Proglumide (250-750 mg/kg; intraperitoneal injection; adult male Sprague Dawley rats) treatment is significantly effective in ameliorating the seizure activities, cognitive dysfunctions, and cerebral oxidative stress[1]. Animal Model: Adult male Sprague Dawley rats (200-250 g; 2 months old) are induced status epilepticus (SE)[1] Dosage: 250 mg/kg, 500 mg/kg, and 750 mg/kg Administration: Intraperitoneal injection Result: Dose-dependently and significantly increased the latencies to seizure and SE. Significantly and dose-dependently attenuated Li-PC (SE) induced increase in thiobarbituric acid (TBARS) and catalase (CAT), attenuated Li-Pc induced decrease in SOD, and attenuated depletion of GSH and glutathione-S transferase (GST) in the hippocampus and striatum. References [1]. Ahmad M, et al. 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. [2]. Iwamoto Y, et al. In vitro and in vivo effect of proglumide on cholecystokinin-stimulated amylase release in mouse pancreatic acini. Gastroenterol Jpn. 1984 Feb;19(1):53-8. [3]. González-Puga C, et al. Selective CCK-A but not CCK-B receptor antagonists inhibit HT-29 cell proliferation: synergism with pharmacological levels of melatonin. J Pineal Res. 2005 Oct;39(3):243-50. [4]. Bunney BS, et al. Further studies on the specificity of proglumide as a selective cholecystokinin antagonist in the central nervous system. Ann N Y Acad Sci. 1985;448:345-51. [5]. Tariq M, et al. Gastric and duodenal antiulcer and cytoprotective effects of proglumide in rats. J Pharmacol Exp Ther. 1987 May;241(2):602-7. Chemical & Physical Properties Molecular Formula C18H25N2NaO4 Molecular Weight 356.39200 Exact Mass 356.17100 PSA 93.03000 LogP 1.53850 InChIKey UFMWGCINVOIJSO-UHFFFAOYSA-M SMILES CCCN(CCC)C(=O)C(CCC(=O)[O-])NC(=O)c1ccccc1.[Na+]
Use ofProglumide sodium is a nonpeptide and orally active cholecystokinin (CCK)-A/B receptors antagonist. Proglumide sodium selective blocks CCK's effects in the central nervous system (CNS). Proglumide sodium has ability to inhibit gastric secretion and to protect the gastroduodenal mucosa. Proglumide sodium also has antiepileptic and antioxidant activities[1][2][3][4][5]. Properties Name sodium,4-benzamido-5-(dipropylamino)-5-oxopentanoate Synonym More Synonyms Proglumide sodium salt Biological Activity Description Proglumide sodium is a nonpeptide and orally active cholecystokinin (CCK)-A/B receptors antagonist. Proglumide sodium selective blocks CCK's effects in the central nervous system (CNS). Proglumide sodium has ability to inhibit gastric secretion and to protect the gastroduodenal mucosa. Proglumide sodium also has antiepileptic and antioxidant activities[1][2][3][4][5]. Related Catalog Research Areas >> Cancer Research Areas >> Endocrinology Signaling Pathways >> GPCR/G Protein >> Cholecystokinin Receptor Research Areas >> Neurological Disease Cholecystokinin (CCK)-A/B receptors[1][2] References [1]. Ahmad M, et al. 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. [2]. Iwamoto Y, et al. In vitro and in vivo effect of proglumide on cholecystokinin-stimulated amylase release in mouse pancreatic acini. Gastroenterol Jpn. 1984 Feb;19(1):53-8. [4]. Bunney BS, et al. Further studies on the specificity of proglumide as a selective cholecystokinin antagonist in the central nervous system. Ann N Y Acad Sci. 1985;448:345-51. [5]. Tariq M, et al. Gastric and duodenal antiulcer and cytoprotective effects of proglumide in rats. J Pharmacol Exp Ther. 1987 May;241(2):602-7. Chemical & Physical Properties Molecular Formula C18H25N2NaO4 Exact Mass 356.17100 PSA 93.03000 LogP 1.53850 InChIKey UFMWGCINVOIJSO-UHFFFAOYSA-M
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Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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