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MedKoo Cat#: 592713 | Name: Cortivazol

Description:

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

Cortivazol is an Anti-Inflammatory Agent

Chemical Structure

Cortivazol
CAS#1110-40-3

Theoretical Analysis

MedKoo Cat#: 592713

Name: Cortivazol

CAS#: 1110-40-3

Chemical Formula: C32H38N2O5

Exact Mass: 530.2781

Molecular Weight: 530.67

Elemental Analysis: C, 72.43; H, 7.22; N, 5.28; O, 15.07

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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Related CAS #
No Data
Synonym
Cortivazol; Dilaster; H 3625; Idaltim; MK 650; MK-650; MK650; NSC 80998; NSC-80998; NSC80998;
IUPAC/Chemical Name
11beta,17alpha,21-Trihydroxy-6,16alpha-dimethyl-2'-phenylpregna-2,4,6-trieno(3,2-c)pyrazol-20-one 21-acetate
InChi Key
RKHQGWMMUURILY-UHRZLXHJSA-N
InChi Code
InChI=1S/C32H38N2O5/c1-18-11-23-25-12-19(2)32(38,28(37)17-39-20(3)35)31(25,5)15-27(36)29(23)30(4)14-21-16-33-34(26(21)13-24(18)30)22-9-7-6-8-10-22/h6-11,13,16,19,23,25,27,29,36,38H,12,14-15,17H2,1-5H3/t19-,23+,25+,27+,29-,30+,31+,32+/m1/s1
SMILES Code
c1cccc(c1)n1ncc2c1C=C1[C@](C2)([C@@H]2[C@@H](C=C1C)[C@H]1[C@](C[C@@H]2O)([C@]([C@@H](C1)C)(C(=O)COC(=O)C)O)C)C
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

Preparing Stock Solutions

The following data is based on the product molecular weight 530.67 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: Thompson EB, Srivastava D, Johnson BH. Interactions of the phenylpyrazolo steroid cortivazol with glucocorticoid receptors in steroid-sensitive and -resistant human leukemic cells. Cancer Res. 1989 Apr 15;49(8 Suppl):2253s-2258s. PubMed PMID: 2702665. 2: Styczynski J, Kurylak A, Wysocki M. Cytotoxicity of cortivazol in childhood acute lymphoblastic leukemia. Anticancer Res. 2005 May-Jun;25(3B):2253-8. PubMed PMID: 16158972. 3: Yoshikawa N, Makino Y, Okamoto K, Morimoto C, Makino I, Tanaka H. Distinct interaction of cortivazol with the ligand binding domain confers glucocorticoid receptor specificity: cortivazol is a specific ligand for the glucocorticoid receptor. J Biol Chem. 2002 Feb 15;277(7):5529-40. Epub 2001 Dec 10. PubMed PMID: 11741935. 4: Maigne JY. Four cases of coccygeal disk calcification after cortivazol injection. Joint Bone Spine. 2009 Dec;76(6):699-700. doi: 10.1016/j.jbspin.2009.10.005. PubMed PMID: 19945326. 5: Miller AL, Webb MS, Thompson EB. Comparison of two structurally diverse glucocorticoid receptor agonists: cortivazol selectively regulates a distinct set of genes separate from dexamethasone in CEM cells. Steroids. 2007 Sep;72(9-10):673-81. Epub 2007 May 29. PubMed PMID: 17606285. 6: Yoshikawa N, Yamamoto K, Shimizu N, Yamada S, Morimoto C, Tanaka H. The distinct agonistic properties of the phenylpyrazolosteroid cortivazol reveal interdomain communication within the glucocorticoid receptor. Mol Endocrinol. 2005 May;19(5):1110-24. Epub 2005 Jan 27. PubMed PMID: 15677712. 7: Tebib JG, Manil LM, Mödder G, Verrier P, De Rycke Y, Bonmartin A, Devaux JY, Chossat F, Menkes CJ, Kahan A. Better results with rhenium-186 radiosynoviorthesis than with cortivazol in rheumatoid arthritis (RA): a two-year follow-up randomized controlled multicentre study. Clin Exp Rheumatol. 2004 Sep-Oct;22(5):609-16. PubMed PMID: 15485015. 8: Leroux E, Valade D, Taifas I, Vicaut E, Chagnon M, Roos C, Ducros A. Suboccipital steroid injections for transitional treatment of patients with more than two cluster headache attacks per day: a randomised, double-blind, placebo-controlled trial. Lancet Neurol. 2011 Oct;10(10):891-7. doi: 10.1016/S1474-4422(11)70186-7. Epub 2011 Sep 6. PubMed PMID: 21903477. 9: Evers BM, Thompson EB, Townsend CM Jr, Lawrence JL, Johnson B, Srinivasan G, Thompson JC. Cortivazol increases glucocorticoid receptor expression and inhibits growth of hamster pancreatic cancer (H2T) in vivo. Pancreas. 1993 Jan;8(1):7-14. PubMed PMID: 8419910. 10: Juneja HS, Harvey WH, Brasher WK, Thompson EB. Successful in vitro purging of leukemic blasts from marrow by cortivazol, a pyrazolosteroid: a preclinical study for autologous transplantation in acute lymphoblastic leukemia and non-Hodgkin's lymphoma. Leukemia. 1995 Oct;9(10):1771-8. PubMed PMID: 7564524. 11: Ashraf J, Kunapuli S, Chilton D, Thompson EB. Cortivazol mediated induction of glucocorticoid receptor messenger ribonucleic acid in wild-type and dexamethasone-resistant human leukemic (CEM) cells. J Steroid Biochem Mol Biol. 1991 May;38(5):561-8. PubMed PMID: 2039752. 12: Schlechte JA, Simons SS Jr, Lewis DA, Thompson EB. [3H]cortivazol: a unique high affinity ligand for the glucocorticoid receptor. Endocrinology. 1985 Oct;117(4):1355-62. PubMed PMID: 4029081. 13: Delbart P, Rousseaux P. [Intraspinal calcifications after nucleorthesis: cortivazol too]. Presse Med. 1993 Jul 3-10;22(24):1149. French. PubMed PMID: 8415478. 14: Schlechte JA, Schmidt TJ. Use of [3H]cortivazol to characterize glucocorticoid receptors in a dexamethasone-resistant human leukemic cell line. J Clin Endocrinol Metab. 1987 Mar;64(3):441-6. PubMed PMID: 2880860. 15: Spence CD, Coghlan JP, Denton DA, Mills EH, Whitworth JA, Scoggins BA. The effect of nivazol and cortivazol, novel synthetic steroids containing a phenylpyrazolo A-ring substitution, on blood pressure in sheep. J Steroid Biochem. 1986 Sep;25(3):411-5. PubMed PMID: 3773516. 16: Volle L, Frairot A, Roche J, Talabard JN, Beraud G. [Shock after periarticular injection of cortivazol]. Presse Med. 1985 Jun 29;14(26):1432. French. PubMed PMID: 3161057. 17: Conrozier T, Patarin J, Mathieu P, Rinaudo M. Steroids, lidocain and ioxaglic acid modify the viscosity of hyaluronic acid: in vitro study and clinical implications. Springerplus. 2016 Feb 24;5:170. doi: 10.1186/s40064-016-1762-z. eCollection 2016. PubMed PMID: 27026867; PubMed Central PMCID: PMC4766165. 18: Diehn FE, Murthy NS, Maus TP. Science to Practice: What Causes Arterial Infarction in Transforaminal Epidural Steroid Injections, and Which Steroid Is Safest? Radiology. 2016 Jun;279(3):657-9. doi: 10.1148/radiol.2016160171. PubMed PMID: 27183400. 19: Gianni AM, Gaggi R. Preliminary investigations on a new antiinflammatory steroid (Cortivazol). Boll Chim Farm. 1975 May;114(5):279-86. PubMed PMID: 1239292. 20: Laemmel E, Segal N, Mirshahi M, Azzazene D, Le Marchand S, Wybier M, Vicaut E, Laredo JD. Deleterious Effects of Intra-arterial Administration of Particulate Steroids on Microvascular Perfusion in a Mouse Model. Radiology. 2016 Jun;279(3):731-40. doi: 10.1148/radiol.2015142746. Epub 2016 Jan 13. PubMed PMID: 26761719.

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