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Substance Name: Proglumide [USAN:INN:BAN:JAN]
RN: 6620-60-6
UNII: EPL8W5565D
InChIKey: DGMKFQYCZXERLX-UHFFFAOYSA-N

Note

  • A drug that exerts an inhibitory effect on gastric secretion and reduces gastrointestinal motility. It is used clinically in the drug therapy of gastrointestinal ulcers.

Molecular Formula

  • C18-H26-N2-O4

Molecular Weight

  • 334.413
 

Classification Codes

  • Anti-Ulcer Agents
  • Anticholinergic
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Proglumide
  • Proglumide [USAN:INN:BAN:JAN]

MeSH Heading

  • Proglumide

Synonyms

  • (+-)-4-Benzamido-N,N-dipropylglutaramic acid
  • 242 DL
  • Binoside
  • BRN 4151696
  • CR 242
  • EINECS 229-567-4
  • Gastrotopic
  • KXM
  • Midelid
  • Milid
  • Milide
  • Nulsa
  • Pentanoic acid, 4-(benzoylamino)-5-(dipropylamino)-5-oxo-, (+-)-
  • Proglumida
  • Proglumida [INN-Spanish]
  • Proglumide
  • Proglumidum
  • Proglumidum [INN-Latin]
  • Promide (parasympatholytic)
  • Ulcutin
  • UNII-EPL8W5565D
  • W 5219
  • W-5219
  • Xyde
  • Xylamide
  • Xylamide (gastroprotective agent)

Systematic Names

  • Glutaramic acid, 4-benzamido-N,N-dipropyl-, DL-
  • Pentanoic acid, 4-(benzoylamino)-5-(dipropylamino)-5-oxo-, (+-)-
  • Proglumide

Registry Numbers

CAS Registry Number

  • 6620-60-6

FDA UNII

  • EPL8W5565D

Other Registry Numbers

  • 24485-90-3
  • 25727-74-6

System Generated Number

  • 0006620606

Structure Descriptors

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([C@@H](NC(c1ccccc1)=O)CCC(O)=O)(N(CCC)CCC)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1480mg/kg (1480mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 20, Pg. 447, 1978.
mouse LD50 intravenous 2250mg/kg (2250mg/kg)   Minerva Medica. Vol. 58, Pg. 3653, 1967.
mouse LD50 oral 2250mg/kg (2250mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 10, Pg. 892, 1968.
mouse LD50 subcutaneous > 5190mg/kg (5190mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

ENDOCRINE: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): CORROSIVE: AFTER TOPICAL EXPOSURE
Oyo Yakuri. Pharmacometrics. Vol. 5, Pg. 203, 1971.
rat LD50 intraperitoneal 1420mg/kg (1420mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 20, Pg. 447, 1978.
rat LD50 oral 20gm/kg (20000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 20, Pg. 447, 1978.
rat LD50 subcutaneous > 5190mg/kg (5190mg/kg) ENDOCRINE: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): CORROSIVE: AFTER TOPICAL EXPOSURE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 5, Pg. 203, 1971.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 143.5 deg C   EXP
log P (octanol-water) 2.010 (none)   EST
Atmospheric OH Rate Constant 4.75E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.