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MedKoo Cat#: 525892 | Name: Tiaprost
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Description:

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

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

Chemical Structure

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

Theoretical Analysis

MedKoo Cat#: 525892

Name: Tiaprost

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

Chemical Formula: C20H28O6S

Exact Mass: 396.1607

Molecular Weight: 396.50

Elemental Analysis: C, 60.59; H, 7.12; O, 24.21; S, 8.09

Price and Availability

Size Price Availability Quantity
5mg USD 450.00
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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

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.

Recalculate based on batch purity %
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
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. PMID: 18771864. 2: Wittke M, Drillich M, Tenhagen BA, Heuwieser W. Vergleich der Ovulationssynchronisation (OVSYNCH) mit der selektiven Brunstinduktion mit PGF2alpha nach rektaler Palpation in einer Milchviehherde [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. 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. doi: 10.1016/j.theriogenology.2004.05.023. 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. doi: 10.3168/jds.S0022-0302(04)73145-8. 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. doi: 10.1016/j.anireprosci.2003.08.009. 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. doi: 10.1046/j.0936-6768.2003.00462.x. 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. doi: 10.1016/s0378-4320(02)00133-1. 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. doi: 10.1095/biolreprod.102.004077. 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. doi: 10.1016/s0093-691x(01)00611-2. 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. doi: 10.1136/vr.146.12.338. 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. doi: 10.1007/BF00497791. 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. doi: 10.2527/1990.68123967x. PMID: 1981062. 13: Arbeiter K, Aslan S, Schwarzenberger F. Untersuchunge über die Ovarzyste beim Rind--Entstehung, Therapieerfolge, Fruchtbarkeit [Ovarian cysts in cattle-- etiology, therapy success, fertility]. Dtsch Tierarztl Wochenschr. 1990 Oct;97(10):380-2. German. PMID: 2245771. 14: Stolla R, Schmid G. Auswirkungen natürlicher und synthetischer PGF2 alpha- Präparate auf die Uteruskontraktilität des Rindes [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. 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. doi: 10.1016/0093-691x(84)90025-6. 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. doi: 10.1136/vr.114.17.418. PMID: 6428028. 17: Jackson PS, Jessup R. Secondary pharmacological properties of prostaglandins. Vet Rec. 1984 Feb 18;114(7):168. doi: 10.1136/vr.114.7.168. PMID: 6587657. 18: Arbeiter K, Arbeiter E. Anwendung von Prostaglandin-F2 alpha-analoga bei der Stute: I. Alfaprostol zur Ovulationsauslösung während der Rosse und II. Tiaprost zur Brunstinduktion nach übergangener Fohlenrosse [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. PMID: 6360619.

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