MedKoo Biosciences

Tiaprost
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 525892

CAS#: 71116-82-0 (free base)

Description: Tiaprost is a prostaglandin F2 alpha analogue as an estrus-synchronizing agent.

Chemical Structure

Tiaprost

CAS# 71116-82-0 (free base)

Instruction

Theoretical Analysis

MedKoo Cat#: 525892
Name: Tiaprost
CAS#: 71116-82-0 (free base)
Chemical Formula: C20H28O6S
Exact Mass: 396.16
Molecular Weight: 396.498
Elemental Analysis: C, 60.59; H, 7.12; O, 24.21; S, 8.09

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 450
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Related CAS #: 71116-82-0 (free base) 71116-83-1 (trometamol)

Synonym: Tiaprost; Iliren; 71116-82-0; (E)-7-[3,5-dihydroxy-2-[(E)-3-hydroxy-4-thiophen-3-yloxybut-1-enyl]cyclopentyl]hept-5-enoic acid

IUPAC/Chemical Name: (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(E)-3-hydroxy-4-thiophen-3-yloxybut-1-enyl]cyclopentyl]hept-5-enoic acid

InChi Key: FYBFDIIAPRHIQS-JRSBLEPXSA-N

InChi Code: InChI=1S/C20H28O6S/c21-14(12-26-15-9-10-27-13-15)7-8-17-16(18(22)11-19(17)23)5-3-1-2-4-6-20(24)25/h1,3,7-10,13-14,16-19,21-23H,2,4-6,11-12H2,(H,24,25)/b3-1-,8-7+/t14?,16-,17-,18+,19-/m1/s1

SMILES Code: O=C(O)CCC/C=C\C[C@@H]1[C@@H](/C=C/C(O)COC2=CSC=C2)[C@H](O)C[C@@H]1O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 396.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Jyotsna UR, Medhamurthy R. Standardization and validation of an induced ovulation model system in buffalo cows: Characterization of gene expression changes in the periovulatory follicle. Anim Reprod Sci. 2009 Jul;113(1-4):71-81. doi: 10.1016/j.anireprosci.2008.08.001. Epub 2008 Aug 7. PubMed PMID: 18771864.

2: Wittke M, Drillich M, Tenhagen BA, Heuwieser W. [Comparision of ovulation synchronization (OVSYNCH) with the selective induction of oestrus using PGF2alpha after rectal palpation in a dairy herd]. Dtsch Tierarztl Wochenschr. 2005 Oct;112(10):368-74. German. PubMed PMID: 16320570.

3: Mejía ME, Lacau-Mengido IM. Endometritis treatment with a PGF2alpha analog does not improve reproductive performance in a large dairy herd in Argentina. Theriogenology. 2005 Mar 15;63(5):1266-76. PubMed PMID: 15725435.

4: Tenhagen BA, Drillich M, Surholt R, Heuwieser W. Comparison of timed AI after synchronized ovulation to AI at estrus: reproductive and economic considerations. J Dairy Sci. 2004 Jan;87(1):85-94. PubMed PMID: 14765814.

5: Tenhagen BA, Surholt R, Wittke M, Vogel C, Drillich M, Heuwieser W. Use of Ovsynch in dairy herds--differences between primiparous and multiparous cows. Anim Reprod Sci. 2004 Mar;81(1-2):1-11. PubMed PMID: 14749044.

6: Tenhagen BA, Wittke M, Drillich M, Heuwieser W. Timing of ovulation and conception rate in primiparous and multiparous cows after synchronization of ovulation with GnRH and PGF2alpha. Reprod Domest Anim. 2003 Dec;38(6):451-4. PubMed PMID: 14629667.

7: Selvaraju S, Agarwal SK, Karche SD, Srivastava SK, Majumdar AC, Shanker U. Fertility responses and hormonal profiles in repeat breeding cows treated with insulin. Anim Reprod Sci. 2002 Oct 16;73(3-4):141-9. PubMed PMID: 12363438.

8: Yadav VK, Sudhagar RR, Medhamurthy R. Apoptosis during spontaneous and prostaglandin F(2alpha)-induced luteal regression in the buffalo cow (Bubalus bubalis): involvement of mitogen-activated protein kinases. Biol Reprod. 2002 Sep;67(3):752-9. PubMed PMID: 12193381.

9: Tenhagen BA, Drillich M, Heuwieser W. Analysis of cow factors influencing conception rates after two timed breeding protocols. Theriogenology. 2001 Sep 15;56(5):831-8. PubMed PMID: 11665885.

10: Heuwieser W, Tenhagen BA, Tischer M, Lühr J, Blum H. Effect of three programmes for the treatment of endometritis on the reproductive performance of a dairy herd. Vet Rec. 2000 Mar 18;146(12):338-41. PubMed PMID: 10777040.

11: van Miert AS, van Duin CT. Feed intake and rumen motility in dwarf goats. Effects of some alpha 2-adrenergic agonists, prostaglandins and posterior pituitary hormones. Vet Res Commun. 1991;15(1):57-67. PubMed PMID: 1675505.

12: Holtz W, Schmidt-Baulain R, Meyer H, Welp C. Control of prostaglandin-induced parturition in sows by injection of the beta-adrenergic blocking agent carazolol or carazolol and oxytocin. J Anim Sci. 1990 Dec;68(12):3967-71. PubMed PMID: 1981062.

13: Arbeiter K, Aslan S, Schwarzenberger F. [Ovarian cysts in cattle--etiology, therapy success, fertility]. Dtsch Tierarztl Wochenschr. 1990 Oct;97(10):380-2. German. PubMed PMID: 2245771.

14: Stolla R, Schmid G. [Effects of natural and synthetic PGF2 alpha preparations on the uterine contractility of cattle]. Berl Munch Tierarztl Wochenschr. 1990 Jun 1;103(6):198-202. German. PubMed PMID: 2383227.

15: Grunert E, Ahlers D, Jöchle W. Delayed termination of third-trimester gestations in dairy cows after treatment with the PGF(2alpha)analog Tiaprost. Theriogenology. 1984 May;21(5):823-34. PubMed PMID: 16725928.

16: Peters AR. Luteolysis in cows using the prostaglandin F2 alpha analogue, tiaprost, and the effect of mode of administration. Vet Rec. 1984 Apr 28;114(17):418-21. PubMed PMID: 6428028.

17: Jackson PS, Jessup R. Secondary pharmacological properties of prostaglandins. Vet Rec. 1984 Feb 18;114(7):168. PubMed PMID: 6587657.

18: Arbeiter K, Arbeiter E. [Use of prostaglandin F2 alpha analogs in the mare: I. Alfaprostol for ovulation induction during heat. II. Tiaprost for heat induction following neglected foal heat]. Dtsch Tierarztl Wochenschr. 1983 Oct 6;90(10):386-8. German. PubMed PMID: 6360619.

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