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  • Product Name: Tiaprost
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Related CAS#:

71116-82-0

71116-82-0 structure
71116-82-0 structure
  • Name: Tiaprost
  • Chemical Name: (E)-7-[3,5-dihydroxy-2-[(E)-3-hydroxy-4-thiophen-3-yloxybut-1-enyl]cyclopentyl]hept-5-enoic acid
  • CAS Number: 71116-82-0
  • Molecular Formula: C20H28O6S
  • Molecular Weight: 396.498
  • Catalog: Signaling Pathways GPCR/G Protein Prostaglandin Receptor
  • Create Date: 2018-02-17 08:00:00
  • Modify Date: 2024-01-03 00:04:29
  • Tiaprost is a prostaglandin F2α (PGF2α) analogue.

Name (E)-7-[3,5-dihydroxy-2-[(E)-3-hydroxy-4-thiophen-3-yloxybut-1-enyl]cyclopentyl]hept-5-enoic acid
Synonyms Iliren
(5Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E)-3-hydroxy-4-(3-thienyloxy)-1-buten-1-yl]cyclopentyl}-5-heptenoic acid
Tiaprost
UNII-98E50HHH7M
(15-R,S)-16-(3-Thienyloxy)-w-tetranor-PGF2a
(5Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E)-3-hydroxy-4-(3-thienyloxy)but-1-en-1-yl]cyclopentyl}hept-5-enoic acid
5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-hydroxy-4-(3-thienyloxy)-1-buten-1-yl]cyclopentyl]-, (5Z)-
Tiaprostum
5-Heptenoic acid,7-(3,5-dihydroxy-2-(3-hydroxy-4-(3-thienyloxy)-1-butenyl)cyclopentyl)
Tiaprostum [INN-Latin]
Description Tiaprost is a prostaglandin F2α (PGF2α) analogue.
Related Catalog
Target

PGF2α

In Vivo Plasma progesterone levels decrease sharply within 12 hours after the initial treatment with Tiaprost and within 24 hours reach levels at about 3.18 nM (1 ng/mL). Over the following days, progesterone levels remain either slightly above (cows 1, 3, 5 and 6) or below (cow 2) 3.18 nM. In cow 4, levels remain for 17 days above 3.18 nM and drop below this level thereafter. At term, all cows show the lowest recorded progesterone levels (1 to 2 nM). Repeated luteolytic treatments with Tiaprost (cows 1 and 2) or estradio1 benzoate (cow 3) has no further influence on individual progesterone levels. Treatment with progesterone-releasing intravaginal device (PRID) does not significantly elevate progesterone plasma levels. Total estrogens in plasma remained in general unchanged[1].
Animal Admin Cows[1] Six healthy dairy cows of the German Black Pied breed, pregnant for 190 to 266 days, are treated initially with 0.75 mg of the PGF2α analog Tiaprost SC (treatment day=day 0). All animals are moved to the department’s large animal hospital 5 to 20 days before treatment commenced; they are kept in stanchions and fed. All animals are examined clinically daily and rectally as well as vaginally at two- to six-day intervals[1].
References

[1]. Grunert E, et al. Delayed termination of third-trimester gestations in dairy cows after treatment with the PGF(2alpha)analog Tiaprost. Theriogenology. 1984 May;21(5):823-34.

Density 1.3±0.1 g/cm3
Boiling Point 613.4±55.0 °C at 760 mmHg
Molecular Formula C20H28O6S
Molecular Weight 396.498
Flash Point 324.8±31.5 °C
Exact Mass 396.160645
PSA 135.46000
LogP 1.16
Vapour Pressure 0.0±1.9 mmHg at 25°C
Index of Refraction 1.633

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MJ9669650
CHEMICAL NAME :
5-Heptenoic acid, 7-(3,5-dihydroxy-2-(3-hydroxy-4-(3-thienyloxy)-1-bute nyl)cyclopentyl)-
CAS REGISTRY NUMBER :
71116-82-0
LAST UPDATED :
198706
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C20-H28-O6-S
MOLECULAR WEIGHT :
396.54

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
MDACAP Medicamentos de Actualidad. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1965- Volume(issue)/page/year: 19,104,1983
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
9800 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
MDACAP Medicamentos de Actualidad. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1965- Volume(issue)/page/year: 19,104,1983
RIDADR UN 3249
Packaging Group III
Hazard Class 6.1(b)