MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 462836 | Name: U 74500A

Description:

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

U 74500A is a synthetic antioxidant. It is a 21-aminosteroid in a rat model of renal ischemia-reperfusion injury.

Chemical Structure

U 74500A
U 74500A
CAS#110101-65-0

Theoretical Analysis

MedKoo Cat#: 462836

Name: U 74500A

CAS#: 110101-65-0

Chemical Formula: C39H58ClN5O2

Exact Mass: 663.4279

Molecular Weight: 664.38

Elemental Analysis: C, 70.51; H, 8.80; Cl, 5.34; N, 10.54; O, 4.82

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
U74500A; U 74500A; U-74500A;
IUPAC/Chemical Name
(8S,10S,13S,14S,16R,17S)-17-(2-(4-(3,6-bis(diethylamino)pyridin-2-yl)piperazin-1-yl)acetyl)-10,13,16-trimethyl-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-3-one hydrochloride
InChi Key
BINFIZGKEZTZIO-ZRTOZFNYSA-N
InChi Code
InChI=1S/C39H57N5O2.ClH/c1-8-42(9-2)33-14-15-35(43(10-3)11-4)40-37(33)44-22-20-41(21-23-44)26-34(46)36-27(5)24-32-30-13-12-28-25-29(45)16-18-38(28,6)31(30)17-19-39(32,36)7;/h14-18,25,27,30,32,36H,8-13,19-24,26H2,1-7H3;1H/t27-,30-,32+,36-,38+,39+;/m1./s1
SMILES Code
CCN(c1nc(N2CCN(CC2)CC([C@H]3[C@@H](C[C@H]4[C@@H]5CCC6=CC(C=C[C@@]6(C5=CC[C@]34C)C)=O)C)=O)c(N(CC)CC)cc1)CC.Cl
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 664.38 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: Fantini GA, Kirschner RE, Chiao JJ. Reperfusion injury of postischemic skeletal muscle is attenuated by the 21-aminosteroids U-74389F and U-74500A independent of iron binding. Surgery. 1996 Nov;120(5):859-65. doi: 10.1016/s0039-6060(96)80095-x. PMID: 8909522. 2: Kaur H, Satyanarayana PS, Chopra K. Effect of U-74500A, a 21-aminosteroid on renal ischemia-reperfusion injury in rats. Ren Fail. 2003 Mar;25(2):157-71. doi: 10.1081/jdi-120018717. PMID: 12739823. 3: Bishnoi M, Chopra K, Kulkarni SK. U-74500A (lazaroid), a 21-aminosteroid attenuates neuroleptic-induced orofacial dyskinesia. Methods Find Exp Clin Pharmacol. 2007 Nov;29(9):601-5. doi: 10.1358/mf.2007.29.9.1161006. PMID: 18193111. 4: Ryan TP, Petry TW. The effects of 21-aminosteroids on the redox status of iron in solution. Arch Biochem Biophys. 1993 Feb 1;300(2):699-704. doi: 10.1006/abbi.1993.1097. PMID: 8434949. 5: Ryan TP, Steenwyk RC, Pearson PG, Petry TW. Inhibition of in vitro lipid peroxidation by 21-aminosteroids. Evidence for differential mechanisms. Biochem Pharmacol. 1993 Sep 1;46(5):877-84. doi: 10.1016/0006-2952(93)90497-k. PMID: 8373438. 6: Zhao W, Richardson JS, Mombourquette MJ, Weil JA. An in vitro EPR study of the free-radical scavenging actions of the lazaroid antioxidants U-74500A and U-78517F. Free Radic Biol Med. 1995 Jul;19(1):21-30. doi: 10.1016/0891-5849(95)00007-k. PMID: 7635355. 7: Sood PK, Verma S, Nahar U, Nehru B. Neuroprotective Role of Lazaroids Against Aluminium Chloride Poisoning. Neurochem Res. 2015 Aug;40(8):1699-708. doi: 10.1007/s11064-015-1653-7. Epub 2015 Jul 14. PMID: 26168778. 8: Vignes JR, Hugon J. In vitro efficacy of three lazaroids in a model of acute chemical neuronal hypoxia. Neurosci Lett. 2006 Oct 23;407(2):171-5. doi: 10.1016/j.neulet.2006.08.023. Epub 2006 Sep 14. PMID: 16973271. 9: Ishizaki N, Zhu Y, Zhang S, Nemoto A, Kobayashi Y, Subbotin VM, Lee RG, Starzl TE, Todo S. Comparison of various lazaroid compounds for protection against ischemic liver injury. Transplant Proc. 1997 Feb-Mar;29(1-2):1333-4. doi: 10.1016/s0041-1345(96)00581-7. PMID: 9123329; PMCID: PMC3022504. 10: Reddy DS, Singh M, Chopra K. Comparative antioxidant effects of beta- adrenoceptor blockers, calcium antagonists and U-74500A against iron-dependent lipid peroxidation in murine ventricular microsomal membranes. Methods Find Exp Clin Pharmacol. 1996 Nov;18(9):559-67. PMID: 9010829. 11: Levitt MA, Sievers RE, Wolfe CL. Reduction of infarct size during myocardial ischemia and reperfusion by lazaroid U-74500A, a nonglucocorticoid 21-aminosteroid. J Cardiovasc Pharmacol. 1994 Jan;23(1):136-40. doi: 10.1097/00005344-199401000-00019. PMID: 7511726. 12: Fici GJ, Althaus JS, VonVoigtlander PF. Effects of lazaroids and a peroxynitrite scavenger in a cell model of peroxynitrite toxicity. Free Radic Biol Med. 1997;22(1-2):223-8. doi: 10.1016/s0891-5849(96)00296-1. PMID: 8958148. 13: Tanaka H, Zhu Y, Zhang S, Ishizaki N, Jin MB, Azuma T, Lee R, Starzl TE, Todo S. Lazaroid U-74500A for warm ischemia and reperfusion injury of the canine small intestine. J Am Coll Surg. 1997 Apr;184(4):389-96. PMID: 9100685; PMCID: PMC2677968. 14: Ishizaki N, Zhu Y, Zhang S, Nemoto A, Kobayashi Y, Subbotin V, Starzl TE, Todo S. Comparison of various lazaroid compounds for protection against ischemic liver injury. Transplantation. 1997 Jan 27;63(2):202-8. doi: 10.1097/00007890-199701270-00005. PMID: 9020318; PMCID: PMC2965465. 15: Müller U, Krieglstein J. Inhibitors of lipid peroxidation protect cultured neurons against cyanide-induced injury. Brain Res. 1995 Apr 24;678(1-2):265-8. doi: 10.1016/0006-8993(95)00196-w. PMID: 7620895. 16: Pakala R, Pakala R, Benedict CR. Novel 21-aminosteroidlike compounds prevent iron-induced free radical-mediated injury to vascular endothelial cells. J Cardiovasc Pharmacol. 1995 Jun;25(6):871-9. doi: 10.1097/00005344-199506000-00004. PMID: 7564331. 17: Domenici MR, Longo R, de Carolis AS, Frank C, Sagratella S. Protective actions of 21-aminosteroids and MK-801 on hypoxia-induced electrophysiological changes in rat hippocampal slices. Eur J Pharmacol. 1993 Mar 23;233(2-3):291-3. doi: 10.1016/0014-2999(93)90064-o. PMID: 8467875. 18: Prehn JH, Jordán J, Ghadge GD, Preis E, Galindo MF, Roos RP, Krieglstein J, Miller RJ. Ca2+ and reactive oxygen species in staurosporine-induced neuronal apoptosis. J Neurochem. 1997 Apr;68(4):1679-85. doi: 10.1046/j.1471-4159.1997.68041679.x. PMID: 9084441. 19: Buttgereit F, Brink I, Thiele B, Burmester GR, Hiepe F, Hall ED. Effects of methylprednisolone and 21-aminosteroids on mitogen-induced interleukin-6 and tumor necrosis factor-alpha production in human peripheral blood mononuclear cells. J Pharmacol Exp Ther. 1995 Nov;275(2):850-3. PMID: 7473176. 20: Delaney JP, Bonsack M, Hall P. Intestinal radioprotection by two new agents applied topically. Ann Surg. 1992 Oct;216(4):417-21; discussion 421-2. doi: 10.1097/00000658-199210000-00004. PMID: 1417191; PMCID: PMC1242642.

View History

XM 412

XM 412

Fosnetupitant chloride HCl

Fosnetupitant chloride HCl

E-3620

E-3620

DN-2

DN-2

D3S-001

D3S-001

ZG-126

ZG-126