Grundinformationen
- Standard-SMILES
CCCN(CCC)C(=O)C(CCC(=O)O)NC(=O)c1ccccc1- InChIKey
DGMKFQYCZXERLX-UHFFFAOYSA-N- Summenformel
- C18H26N2O4
- Durchschnittliche Molmasse
- 334,4 g/mol
- Monoisotopische Masse
- 334,18925731
Überblick
Proglumide is a racemate composed of equal amounts of (R)- and (S)-proglumide. A non-selective CCK antagonist that was used primarily for treatment of stomach ulcers, but has been replaced by newer drugs. It has a role as an opioid analgesic, a cholinergic antagonist, a drug metabolite, an anti-ulcer drug, a gastrointestinal drug, a delta-opioid receptor agonist, a cholecystokinin antagonist and a xenobiotic metabolite. It contains a (R)-proglumide and a (S)-proglumide.
Namen und Bezeichner
- Bevorzugter Name
- Proglumide
- IUPAC
- 4-benzamido-5-(dipropylamino)-5-oxopentanoic acid
- Lokaler Name
- Proglumid
- Englischer Name
- Proglumide
- Summenformel
- C18H26N2O4
- Molmasse
- 334.41
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
6620-60-6- PubChem CID
- 4922
- DTXSID
DTXSID7023516- ChEMBL
CHEMBL316561- ChEBI
CHEBI:32058- UNII
- EPL8W5565D
- EC Number
- 229-567-4
- Nikkaji
- J3.421E
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,4
- Polarare Oberfläche (TPSA)
- 86,7 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 10
- Schwere Atome
- 24
- Formalladung
- 0
- Komplexität
- 413
Experimentelle und physikochemische Eigenschaften
Collision Cross Section
181.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
186.48 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 148 · 148-150°C
- Siedepunkt
- 471.21 °C · 471.21°C (rough estimate)
- Dichte
- 1.1944 · 1.1944 (rough estimate)
- Brechungsindex
- 1.57 · 1.5700 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- Aggregatzustand
- Solid
- pka
- 4.51 · 4.51±0.10(Predicted)
- Farbe
- Crystals
- InChI
- 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)
- InChIKey
- DGMKFQYCZXERLX-UHFFFAOYSA-N
- SMILES
- C(O)(=O)CCC(NC(=O)C1=CC=CC=C1)C(N(CCC)CCC)=O
- CAS Datenbank
- 6620 · 6620-60-6(CAS DataBase Reference)
- EPA chemische Informationen
- 4 · Pentanoic acid, 4-(benzoylamino)-5-(dipropylamino)-5-oxo- (6620-60-6)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (3 of 3) of all reports.
Not Classified
Aggregated GHS information provided per 3 reports by companies from 1 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Sicherheitsdaten
- Toxizität
- LD50 in mice (mg/kg): 2211-2649 i.v.; 7350-8861 orally (Rovati)
Chemie und Industrie
Pharmakologische Informationen
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
MeSH Pharmacological Classification
Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief.
Verwendung und Herstellung
Anwendungen
BeschreibungProglumide (Milid) is a drug that inhibits gastrointestinal motility and reduces gastric secretions. It acts as a cholecystokinin antagonist, which blocks both the CCKA and CCKB subtypes. It was used mainly in the treatment of stomach ulcers, although it has now been largely replaced by newer drugs for this application.Proglumide is a nonpeptide and orally active cholecystokinin (CCK)-A/B receptors antagonist. Proglumide selective blocks CCK’s effects in the central nervous system (CNS). Proglumide has ability to inhibit gastric secretion and to protect the gastroduodenal mucosa. Proglumide also has antiepileptic and antioxidant activities.
VerwendenAnticholinergic.
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