MedKoo Cat#: 563695 | Name: Protirelin Acetate

Description:

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

Protirelin Acetate is a thyrotropin-releasing hormone, stimulating the release of thyrotropin and prolactin from the anterior pituitary.

Chemical Structure

Protirelin Acetate
Protirelin Acetate
CAS#120876-23-5

Theoretical Analysis

MedKoo Cat#: 563695

Name: Protirelin Acetate

CAS#: 120876-23-5

Chemical Formula: C38H56N12O14

Exact Mass: 904.4039

Molecular Weight: 904.93

Elemental Analysis: C, 50.44; H, 6.24; N, 18.57; O, 24.75

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Protirelin Acetate; Thyrotropin-releasing hormone; TRF Acetate; TRH Acetate; TSH-RF Acetate;
IUPAC/Chemical Name
N-(1-(2-carbamoylpyrrolidin-1-yl)-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl)-5-oxopyrrolidine-2-carboxamide sesquiacetate
InChi Key
FCUSEANSBYKTPA-UHFFFAOYSA-N
InChi Code
InChI=1S/2C16H22N6O4.3C2H4O2/c2*17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10;3*1-2(3)4/h2*7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25);3*1H3,(H,3,4)
SMILES Code
CC(O)=O.CC(O)=O.CC(O)=O.O=C(C(NC(C1CCC(N1)=O)=O)CC2=CN=CN2)N3C(C(N)=O)CCC3.O=C(C(NC(C4CCC(N4)=O)=O)CC5=CN=CN5)N6C(C(N)=O)CCC6
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 904.93 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: Hulchiy M, Zhang H, Cline JM, Hirschberg AL, Sahlin L. Receptors for thyrotropin-releasing hormone, thyroid-stimulating hormone, and thyroid hormones in the macaque uterus: effects of long-term sex hormone treatment. Menopause. 2012 Nov;19(11):1253-9. doi: 10.1097/gme.0b013e318252e450. PubMed PMID: 22713859. 2: Beijerink NJ, Bhatti SF, Okkens AC, Dieleman SJ, Mol JA, Duchateau L, Van Ham LM, Kooistra HS. Adenohypophyseal function in bitches treated with medroxyprogesterone acetate. Domest Anim Endocrinol. 2007 Feb;32(2):63-78. Epub 2006 Jan 18. PubMed PMID: 16455223. 3: Cote-Vélez A, Pérez-Martínez L, Díaz-Gallardo MY, Pérez-Monter C, Carreón-Rodríguez A, Charli JL, Joseph-Bravo P. Dexamethasone represses cAMP rapid upregulation of TRH gene transcription: identification of a composite glucocorticoid response element and a cAMP response element in TRH promoter. J Mol Endocrinol. 2005 Feb;34(1):177-97. PubMed PMID: 15691887. 4: Kim DS, Yoon MS, Kim TW, Han JS. Thyrotropin-releasing hormone increases phospholipase D activity through stimulation of protein kinase C in GH3 cells. Endocrine. 2004 Feb;23(1):33-8. PubMed PMID: 15034194. 5: Kobayashi W, Miyase T, Sano M, Umehara K, Warashina T, Noguchi H. Prolyl endopeptidase inhibitors from the roots of Lindera strychnifolia F. Vill. Biol Pharm Bull. 2002 Aug;25(8):1049-52. PubMed PMID: 12186408. 6: Lieste JR, Schoenmakers TJ, Scheenen WJ, Willems PH, Roubos EW, Jenks BG. TRH signal transduction in melanotrope cells of Xenopus laevis. Gen Comp Endocrinol. 2002 Jun 1;127(1):80-8. PubMed PMID: 12161205. 7: Pu HF, Liu TC. Differential involvement of protein kinase C in basal versus acetylcholine-regulated prolactin secretion in rat anterior pituitary cells during aging. J Cell Biochem. 2002;86(2):268-76. PubMed PMID: 12111996. 8: Vallentin A, Lo TC, Joubert D. A single point mutation in the V3 region affects protein kinase Calpha targeting and accumulation at cell-cell contacts. Mol Cell Biol. 2001 May;21(10):3351-63. PubMed PMID: 11313461; PubMed Central PMCID: PMC100257. 9: Schledermann W, Wulfsen I, Schwarz JR, Bauer CK. Modulation of rat erg1, erg2, erg3 and HERG K+ currents by thyrotropin-releasing hormone in anterior pituitary cells via the native signal cascade. J Physiol. 2001 Apr 1;532(Pt 1):143-63. PubMed PMID: 11283231; PubMed Central PMCID: PMC2278513. 10: Barrett P, Morris MA, Moar KM, Mercer JG, Davidson JA, Findlay PA, Adam CL, Morgan PJ. The differential regulation of CART gene expression in a pituitary cell line and primary cell cultures of ovine pars tuberalis cells. J Neuroendocrinol. 2001 Apr;13(4):347-52. PubMed PMID: 11264722. 11: Vargas MA, Cisneros M, Joseph-Bravo P, Charli JL. Regulation of adenohypophyseal pyroglutamyl aminopeptidase II activity by thyrotropin-releasing hormone and phorbol esters. Endocrine. 2000 Dec;13(3):267-72. PubMed PMID: 11216637. 12: González Iglesias A, Suárez C, Feierstein C, Díaz-Torga G, Becu-Villalobos D. Desensitization of angiotensin II: effect on [Ca2+]i, inositol triphosphate, and prolactin in pituitary cells. Am J Physiol Endocrinol Metab. 2001 Mar;280(3):E462-70. PubMed PMID: 11171601. 13: Cochilla AJ, Angleson JK, Betz WJ. Differential regulation of granule-to-granule and granule-to-plasma membrane fusion during secretion from rat pituitary lactotrophs. J Cell Biol. 2000 Aug 21;150(4):839-48. PubMed PMID: 10953007; PubMed Central PMCID: PMC2175278. 14: Thomson AM, Rogers JT, Leedman PJ. Thyrotropin-releasing hormone and epidermal growth factor regulate iron-regulatory protein binding in pituitary cells via protein kinase C-dependent and -independent signaling pathways. J Biol Chem. 2000 Oct 13;275(41):31609-15. PubMed PMID: 10889193. 15: Chen X, Tang S, Tashjian AH Jr. Novel action of pituitary adenylate cyclase-activating polypeptide. Stimulation of extracellular acidification in rat pituitary GH4C1 cells. Cell Signal. 2000 Apr;12(4):255-63. PubMed PMID: 10781933. 16: Alvarez-Tutor E, Forga-LLenas L, Rodriguez-Erdozain R, Goñi-Iriarte MJ, Mendendez-Torre E, Alvarez-Tutor J. Persistent increase of PRL after oral contraceptive treatment. Alterations in dopaminergic regulation as possible etiology. Arch Gynecol Obstet. 1999 Nov;263(1-2):45-50. PubMed PMID: 10728629. 17: Vallentin A, Prévostel C, Fauquier T, Bonnefont X, Joubert D. Membrane targeting and cytoplasmic sequestration in the spatiotemporal localization of human protein kinase C alpha. J Biol Chem. 2000 Feb 25;275(8):6014-21. PubMed PMID: 10681596. 18: Luo LG, Wang S, Su E, Jackson IM. Evidence from studies with N-ethyl-maleimide and 12-O-tetradecanoylphorbol-13-acetate that AP-1 and CREB are involved in the glucocorticoid activation of TRH gene expression in hypothalamic cultures. Brain Res. 1999 Sep 11;841(1-2):189-92. PubMed PMID: 10547001. 19: Galas L, Lamacz M, Garnier M, Roubos EW, Tonon MC, Vaudry H. Involvement of protein kinase C and protein tyrosine kinase in thyrotropin-releasing hormone-induced stimulation of alpha-melanocyte-stimulating hormone secretion in frog melanotrope cells. Endocrinology. 1999 Jul;140(7):3264-72. PubMed PMID: 10385423. 20: Grimberg H, Zaltsman I, Lupu-Meiri M, Gershengorn MC, Oron Y. Inverse agonist abolishes desensitization of a constitutively active mutant of thyrotropin-releasing hormone receptor: role of cellular calcium and protein kinase C. Br J Pharmacol. 1999 Mar;126(5):1097-106. PubMed PMID: 10204996; PubMed Central PMCID: PMC1565886.