Iturelix | CAS# 112568-12-4 | gonadotropin-releasing hormone antagonist

MedKoo Cat#: 414608 | Name: Iturelix

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Description:

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

Iturelix is a gonadotropin-releasing hormone antagonist.

Chemical Structure

Iturelix

CAS#112568-12-4

Theoretical Analysis

MedKoo Cat#: 414608

Name: Iturelix

CAS#: 112568-12-4

Chemical Formula: C82H108ClN17O14

Exact Mass: 1589.7950

Molecular Weight: 1591.32

Elemental Analysis: C, 61.89; H, 6.84; Cl, 2.23; N, 14.96; O, 14.08

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 400.00	2 Weeks
10mg	USD 720.00	2 Weeks

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Related CAS #

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Synonym

Iturelix; ORF23541; ORF-23541; ORF 23541; BRN 4866881; BRN4866881; BRN-4866881; Antide

IUPAC/Chemical Name

D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-N(sup 6)-(3-pyridinylcarbonyl)-L-lysyl-N(sup 6)-(3-pyridinylcarbonyl)-D-lysyl-L-leucyl-N(sup 6)-(1-methylethyl)-L-lysyl-L-prolyl-

InChi Key

QRYFGTULTGLGHU-NBERXCRTSA-N

InChi Code

InChI=1S/C82H108ClN17O14/c1-50(2)41-65(76(108)95-64(26-11-12-37-88-51(3)4)82(114)100-40-18-27-70(100)81(113)91-52(5)71(84)103)96-75(107)63(25-10-14-39-90-73(105)60-23-17-36-87-48-60)93-74(106)62(24-9-13-38-89-72(104)59-22-16-35-86-47-59)94-80(112)69(49-101)99-79(111)68(45-56-19-15-34-85-46-56)98-78(110)67(43-54-29-32-61(83)33-30-54)97-77(109)66(92-53(6)102)44-55-28-31-57-20-7-8-21-58(57)42-55/h7-8,15-17,19-23,28-36,42,46-48,50-52,62-70,88,101H,9-14,18,24-27,37-41,43-45,49H2,1-6H3,(H2,84,103)(H,89,104)(H,90,105)(H,91,113)(H,92,102)(H,93,106)(H,94,112)(H,95,108)(H,96,107)(H,97,109)(H,98,110)(H,99,111)/t52-,62+,63-,64+,65+,66-,67-,68-,69+,70+/m1/s1

SMILES Code

C[C@H](C(N)=O)NC([C@H]1N(C([C@H](CCCCNC(C)C)NC([C@H](CC(C)C)NC([C@@H](CCCCNC(C2=CC=CN=C2)=O)NC([C@H](CCCCNC(C3=CC=CN=C3)=O)NC([C@H](CO)NC([C@@H](CC4=CC=CN=C4)NC([C@@H](CC5=CC=C(Cl)C=C5)NC([C@@H](CC6=CC=C7C=CC=CC7=C6)NC(C)=O)=O)=O)=O)=O)=O)=O)=O)=O)CCC1)=O

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Preparing Stock Solutions

The following data is based on the product molecular weight 1,591.32 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

1: García-Juárez M, Montes-Narváez O, Lima-Hernández FJ, Domínguez-Ordoñez R, Pfaus JG, González-Flores O. Tibolone facilitates lordosis behavior through estrogen, progestin, and GnRH-1 receptors in estrogen-primed rats. Neurosci Lett. 2020 Sep 25;736:135299. doi: 10.1016/j.neulet.2020.135299. Epub 2020 Aug 7. PMID: 32777349. 2: Huirne JA, van Loenen AC, Schats R, McDonnell J, Hompes PG, Schoemaker J, Homburg R, Lambalk CB. Dose-finding study of daily GnRH antagonist for the prevention of premature LH surges in IVF/ICSI patients: optimal changes in LH and progesterone for clinical pregnancy. Hum Reprod. 2005 Feb;20(2):359-67. doi: 10.1093/humrep/deh601. Epub 2004 Nov 26. PMID: 15567880. 3: Huirne JA, van Loenen AC, Schats R, McDonnell J, Hompes PG, Schoemaker J, Homburg R, Lambalk CB. Dose-finding study of daily gonadotropin-releasing hormone (GnRH) antagonist for the prevention of premature luteinizing hormone surges in IVF/ICSI patients: antide and hormone levels. Hum Reprod. 2004 Oct;19(10):2206-15. doi: 10.1093/humrep/deh357. Epub 2004 Aug 27. PMID: 15333605. 4: Carou MC, Cruzans PR, Maruri A, Farina MG, Fiorito CD, Olea G, Lombardo DM. Apoptosis of bovine granulosa cells: Intracellular pathways and differentiation. Acta Histochem. 2017 Jun;119(5):462-470. doi: 10.1016/j.acthis.2017.04.010. Epub 2017 May 12. PMID: 28506467. 5: Bohm-Levine N, Goldberg AR, Mariani M, Frankfurt M, Thornton J. Reducing luteinizing hormone levels after ovariectomy improves spatial memory: Possible role of brain-derived neurotrophic factor. Horm Behav. 2020 Feb;118:104590. doi: 10.1016/j.yhbeh.2019.104590. Epub 2019 Nov 9. PMID: 31593698. 6: Peng B, Zhu H, Klausen C, Ma L, Wang YL, Leung PC. GnRH regulates trophoblast invasion via RUNX2-mediated MMP2/9 expression. Mol Hum Reprod. 2016 Feb;22(2):119-29. doi: 10.1093/molehr/gav070. Epub 2015 Dec 11. PMID: 26660506; PMCID: PMC4733226. 7: Behre HM, Nieschlag E. Potency differences in GnRH antagonists? Fertil Steril. 1994 Jul;62(1):205-6. doi: 10.1016/s0015-0282(16)56848-4. PMID: 8005298. 8: Domínguez-Ordóñez R, Garcia-Juárez M, Lima-Hernández FJ, Gómora-Arrati P, Domínguez-Salazar E, Blaustein JD, Etgen AM, González-Flores O. Lordosis facilitated by GPER-1 receptor activation involves GnRH-1, progestin and estrogen receptors in estrogen-primed rats. Horm Behav. 2018 Feb;98:77-87. doi: 10.1016/j.yhbeh.2017.12.005. Epub 2018 Jan 3. PMID: 29269179. 9: Peng B, Zhu H, Leung PC. Gonadotropin-releasing hormone regulates human trophoblastic cell invasion via TWIST-induced N-cadherin expression. J Clin Endocrinol Metab. 2015 Jan;100(1):E19-29. doi: 10.1210/jc.2014-1897. PMID: 25313909. 10: Cavanagh PC, Dunk C, Pampillo M, Szereszewski JM, Taylor JE, Kahiri C, Han V, Lye S, Bhattacharya M, Babwah AV. Gonadotropin-releasing hormone-regulated chemokine expression in human placentation. Am J Physiol Cell Physiol. 2009 Jul;297(1):C17-27. doi: 10.1152/ajpcell.00013.2009. Epub 2009 Apr 15. PMID: 19369450.