CAS 71116-82-0|Tiaprost

Introduction:Basic information about CAS 71116-82-0|Tiaprost, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTiaprost
CAS Number71116-82-0Molecular Weight396.498
Density1.3±0.1 g/cm3Boiling Point613.4±55.0 °C at 760 mmHg
Molecular FormulaC20H28O6SMelting Point/
MSDS/Flash Point324.8±31.5 °C

Names

Name(E)-7-[3,5-dihydroxy-2-[(E)-3-hydroxy-4-thiophen-3-yloxybut-1-enyl]cyclopentyl]hept-5-enoic acid
SynonymMore Synonyms

Tiaprost BiologicalActivity

DescriptionTiaprost is a prostaglandin F2α (PGF2α) analogue.
Related CatalogSignaling Pathways >>GPCR/G Protein >>Prostaglandin ReceptorResearch Areas >>Metabolic Disease
Target

PGF2α

In VivoPlasma 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 AdminCows[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.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point613.4±55.0 °C at 760 mmHg
Molecular FormulaC20H28O6S
Molecular Weight396.498
Flash Point324.8±31.5 °C
Exact Mass396.160645
PSA135.46000
LogP1.16
Vapour Pressure0.0±1.9 mmHg at 25°C
Index of Refraction1.633
InChIKeyFYBFDIIAPRHIQS-JRSBLEPXSA-N
SMILESO=C(O)CCCC=CCC1C(O)CC(O)C1C=CC(O)COc1ccsc1

Toxicological Information

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

Safety Information

RIDADRUN 3249
Packaging GroupIII
Hazard Class6.1(b)

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]
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