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Substance Name: Dinoprost tromethamine [USAN:USP:JAN]
RN: 38562-01-5
UNII: CT6BBQ5A68
InChIKey: IYGXEHDCSOYNKY-RZHHZEQLSA-N

Note

  • Indicated for terminating second trimester pregnancy; administered intra-amniotically.

Molecular Formula

  • C20-H34-O5.C4-H11-N-O3

Molecular Weight

  • 475.618
 

Classification Codes

  • Abortifacient Agents
  • Abortifacient Agents, Nonsteroidal
  • Human Data
  • Oxytocic
  • Oxytocics
  • Prostaglandin
  • Reproductive Control Agents
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Dinoprost tromethamine
  • Dinoprost tromethamine [USAN:USP:JAN]

Synonyms

  • (E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid compound with 2-amino-2-(hydroxymethyl)-1,3-propanediol (1:1)
  • 5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-, tham
  • 7-(3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-5-heptenoic acid, tromethamine salt
  • Dinolytic
  • Dinoprost trometamol
  • Dinoprost tromethamine
  • EINECS 254-002-3
  • Enzaprost F compd. with trisamine
  • Lutalyse
  • Lutalyse (Veterinary)
  • NSC 196515
  • Panacelan F tromethamine salt
  • PGF2-alpha tham
  • PGF2-alpha tris salt
  • PGF2-alpha tromethamine
  • PGF2-alpha tromethamine salt
  • PGF2alpha THAM
  • Pronalgon F
  • Prostaglandin F(sub 2a) tromethamine
  • Prostaglandin F2-alpha THAM
  • Prostaglandin F2-alpha THAM salt
  • Prostaglandin F2-alpha tromethamine
  • Prostaglandin F2a tromethamine
  • Prostaglandin F2alpha tham
  • Prostalmon F
  • Prostamate
  • Prostin F2 alpha
  • Protaglandin F2-alpha-tham salt
  • THAM PGF2-alpha
  • Tromethamine prostaglandin F2-alpha
  • U 14585
  • U-14,583E
  • UNII-CT6BBQ5A68
  • Zinoprost

Systematic Names

  • 1,3-Propanediol, 2-amino-2-(hydroxymethyl)-, (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dien-1-oate (salt)
  • Dinoprost, trometamol salt
  • Prosta-5,13-dien-1-oic acid, (5Z,9-alpha,11-alpha,13E,15S)-9,11,15-trihydroxy-, compd. with trimethylolaminomethane
  • Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5Z,9alpha,11alpha,13E,15S)-, compd. with 2-amino-2-(hydroxymethyl)-1,3-propanediol (1:1)

Registry Numbers

CAS Registry Number

  • 38562-01-5

FDA UNII

  • CT6BBQ5A68

Other Registry Numbers

  • 36300-07-9
  • 38473-38-0
  • 51553-13-0

System Generated Number

  • 0038562015

Molecular Formulas

Molecular Formula

  • C20-H34-O5.C4-H11-N-O3

Molecular Formula Fragments

  • C20-H34-O5
  • C4-H11-N-O3
  • COMPONENT

Structure Descriptors

InChI

1S/C20H34O5.C4H11NO3/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25;5-4(1-6,2-7)3-8/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25);6-8H,1-3,5H2/b7-4-,13-12+;/t15-,16+,17+,18-,19+;/m0./s1

InChIKey

IYGXEHDCSOYNKY-RZHHZEQLSA-N

Smiles

C1[C@H](O)[C@@H]([C@H]([C@@H]1O)\C=C\[C@@H](O)CCCCC)C\C=C/CCCC(=O)O.OCC(N)(CO)CO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 111mg/kg (111mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 21, Pg. 623, 1974.
mouse LD50 intraperitoneal 101mg/kg (101mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 21, Pg. 623, 1974.
mouse LD50 intravenous 331mg/kg (331mg/kg)   Drugs in Japan Vol. 6, Pg. 327, 1982.
mouse LD50 oral 711mg/kg (711mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 21, Pg. 623, 1974.
mouse LD50 subcutaneous 214mg/kg (214mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 21, Pg. 623, 1974.
rat LD50 intramuscular 59mg/kg (59mg/kg)   Drugs in Japan Vol. 6, Pg. 327, 1982.
rat LD50 intraperitoneal 101mg/kg (101mg/kg)   Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 22, Pg. 517, 1975.
rat LD50 intravenous 101mg/kg (101mg/kg)   Drugs in Japan Vol. 6, Pg. 327, 1982.
rat LD50 oral 665mg/kg (665mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakkyoku. Pharmacy. Vol. 32, Pg. 1129, 1981.
rat LD50 subcutaneous 66mg/kg (66mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 21, Pg. 623, 1974.