RU 43044 | CAS#136959-96-1 | glucocorticoid antagonist

MedKoo Cat#: 461527 | Name: RU 43044

Description:

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

RU 43044 is a selective glucocorticoid receptor antagonist that has shown an antidepressant-like effect. Subchronic treatment with RU-43044 decreased the immobility time in the forced swim test in chronic corticosterone-treated and isolation-reared mice, but not the control mice. Chronic corticosterone decreased the levels of cortical glucocorticoid receptors and stress-induced increases in plasma corticosterone levels, and blocked the response of plasma corticosterone to dexamethasone, while isolation rearing did not cause any changes in the glucocorticoid receptor system. Subchronic RU-43044 reversed the enhanced release of dopamine in the prefrontal cortex of chronic corticosterone-treated and isolation-reared mice.

Chemical Structure

RU 43044

CAS#136959-96-1

Theoretical Analysis

MedKoo Cat#: 461527

Name: RU 43044

CAS#: 136959-96-1

Chemical Formula: C29H34O2

Exact Mass: 414.2559

Molecular Weight: 414.58

Elemental Analysis: C, 84.02; H, 8.27; O, 7.72

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

RU 43044; RU-43044; RU43044; RU-044; RU044; RU-044;

IUPAC/Chemical Name

(8S,10R,13S,14R,17R)-17-hydroxy-13-methyl-10-(4-methylbenzyl)-17-(prop-1-yn-1-yl)-1,2,6,7,8,10,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one

InChi Key

NSUUUQRFPXZFLI-OWWDREAESA-N

InChi Code

InChI=1S/C29H34O2/c1-4-14-29(31)17-13-25-24-10-9-22-18-23(30)11-16-28(22,26(24)12-15-27(25,29)3)19-21-7-5-20(2)6-8-21/h5-8,12,18,24-25,31H,9-11,13,15-17,19H2,1-3H3/t24-,25+,27-,28+,29+/m0/s1

SMILES Code

O=C1CC[C@]2(CC3=CC=C(C)C=C3)C4=CC[C@]5(C)[C@](C#CC)(O)CC[C@]5([H])[C@]4([H])CCC2=C1

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 414.58 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: Hasebe S, Ago Y, Nishiyama S, Oka S, Hashimoto H, Takuma K, Matsuda T. Pharmacological profile of encounter-induced hyperactivity in isolation-reared mice. Behav Pharmacol. 2015 Oct;26(7 Spec No):681-90. doi: 10.1097/FBP.0000000000000140. PMID: 25932719. 2: Ago Y, Arikawa S, Yata M, Yano K, Abe M, Takuma K, Matsuda T. Role of prefrontal dopaminergic neurotransmission in glucocorticoid receptor-mediated modulation of methamphetamine-induced hyperactivity. Synapse. 2009 Jan;63(1):7-14. doi: 10.1002/syn.20575. PMID: 18925659. 3: Ago Y, Arikawa S, Yata M, Yano K, Abe M, Takuma K, Matsuda T. Antidepressant- like effects of the glucocorticoid receptor antagonist RU-43044 are associated with changes in prefrontal dopamine in mouse models of depression. Neuropharmacology. 2008 Dec;55(8):1355-63. doi: 10.1016/j.neuropharm.2008.08.026. Epub 2008 Aug 30. PMID: 18796307. 4: Clark RD. Glucocorticoid receptor antagonists. Curr Top Med Chem. 2008;8(9):813-38. doi: 10.2174/156802608784535011. PMID: 18537690. 5: Clark RD, Ray NC, Blaney P, Crackett PH, Hurley C, Williams K, Dyke HJ, Clark DE, Lockey PM, Devos R, Wong M, White A, Belanoff JK. 2-Benzenesulfonyl-8a-benzyl-hexahydro-2H-isoquinolin-6-ones as selective glucocorticoid receptor antagonists. Bioorg Med Chem Lett. 2007 Oct 15;17(20):5704-8. doi: 10.1016/j.bmcl.2007.07.055. Epub 2007 Aug 19. PMID: 17822897. 6: Berki T, Pálinkás L, Boldizsár F, Németh P. Glucocorticoid (GC) sensitivity and GC receptor expression differ in thymocyte subpopulations. Int Immunol. 2002 May;14(5):463-9. doi: 10.1093/intimm/14.5.463. PMID: 11978776. 7: Belikov S, Gelius B, Wrange O. Hormone-induced nucleosome positioning in the MMTV promoter is reversible. EMBO J. 2001 Jun 1;20(11):2802-11. doi: 10.1093/emboj/20.11.2802. PMID: 11387213; PMCID: PMC125491. 8: Robin-Jagerschmidt C, Wurtz JM, Guillot B, Gofflo D, Benhamou B, Vergezac A, Ossart C, Moras D, Philibert D. Residues in the ligand binding domain that confer progestin or glucocorticoid specificity and modulate the receptor transactivation capacity. Mol Endocrinol. 2000 Jul;14(7):1028-37. doi: 10.1210/mend.14.7.0484. PMID: 10894152. 9: Fryer CJ, Kinyamu HK, Rogatsky I, Garabedian MJ, Archer TK. Selective activation of the glucocorticoid receptor by steroid antagonists in human breast cancer and osteosarcoma cells. J Biol Chem. 2000 Jun 9;275(23):17771-7. doi: 10.1074/jbc.M908729199. PMID: 10748103. 10: Vanden Berghe W, Francesconi E, De Bosscher K, Resche-Rigon M, Haegeman G. Dissociated glucocorticoids with anti-inflammatory potential repress interleukin-6 gene expression by a nuclear factor-kappaB-dependent mechanism. Mol Pharmacol. 1999 Oct;56(4):797-806. PMID: 10496964. 11: Schust DJ, Anderson DJ, Hill JA. Progesterone-induced immunosuppression is not mediated through the progesterone receptor. Hum Reprod. 1996 May;11(5):980-5. doi: 10.1093/oxfordjournals.humrep.a019335. PMID: 8671374. 12: Monterroso VH, Hansen PJ. Regulation of bovine and ovine lymphocyte proliferation by progesterone: modulation by steroid receptor antagonists and physiological status. Acta Endocrinol (Copenh). 1993 Dec;129(6):532-5. doi: 10.1530/acta.0.1290532. PMID: 8109187. 13: Netchitailo P, Larcher A, Leboulenger F, Feuilloley M, Philibert D, Vaudry H. Self-inhibition of steroid secretion by amphibian adrenocortical cells is not mediated through glucocorticoid receptors. J Mol Endocrinol. 1991 Jun;6(3):249-55. doi: 10.1677/jme.0.0060249. PMID: 1883487. 14: Szekeres-Bartho J, Philibert D, Chaouat G. Progesterone suppression of pregnancy lymphocytes is not mediated by glucocorticoid effect. Am J Reprod Immunol. 1990 Jun;23(2):42-3. doi: 10.1111/j.1600-0897.1990.tb00668.x. PMID: 2222774.