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MedKoo Cat#: 592344 | Name: AK-295

Description:

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

AK 295, also known asCX 295, is a dipeptide alpha-ketoamide calpain inhibitor.

Chemical Structure

AK-295
AK-295
CAS#160399-35-9

Theoretical Analysis

MedKoo Cat#: 592344

Name: AK-295

CAS#: 160399-35-9

Chemical Formula: C26H40N4O6

Exact Mass: 504.2948

Molecular Weight: 504.63

Elemental Analysis: C, 61.88; H, 7.99; N, 11.10; O, 19.02

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 #
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Synonym
AK 295; AK-295; AK295; CX295; CX-295; CX 295;
IUPAC/Chemical Name
Carbamic acid, ((1S)-1-(((1-ethyl-3-((3-(4-morpholinyl)propyl)amino)-2,3-dioxopropyl)amino)carbonyl)-3-methylbutyl)-, phenylmethyl ester
InChi Key
TZVQRMYLYQNBOA-KEKNWZKVSA-N
InChi Code
InChI=1S/C26H40N4O6/c1-4-21(23(31)25(33)27-11-8-12-30-13-15-35-16-14-30)28-24(32)22(17-19(2)3)29-26(34)36-18-20-9-6-5-7-10-20/h5-7,9-10,19,21-22H,4,8,11-18H2,1-3H3,(H,27,33)(H,28,32)(H,29,34)/t21?,22-/m0/s1
SMILES Code
O=C(OCC1=CC=CC=C1)N[C@H](C(NC(CC)C(C(NCCCN2CCOCC2)=O)=O)=O)CC(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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 504.63 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: Colak A, Kaya M, Karaoğlan A, Sağmanligil A, Akdemir O, Sahan E, Celik O. Calpain inhibitor AK 295 inhibits calpain-induced apoptosis and improves neurologic function after traumatic spinal cord injury in rats. Neurocirugia (Astur). 2009 Jun;20(3):245-54. PubMed PMID: 19575128. 2: Wang MS, Davis AA, Culver DG, Wang Q, Powers JC, Glass JD. Calpain inhibition protects against Taxol-induced sensory neuropathy. Brain. 2004 Mar;127(Pt 3):671-9. Epub 2004 Feb 4. PubMed PMID: 14761904. 3: Caba E, Brown QB, Kawasaki B, Bahr BA. Peptidyl alpha-keto amide inhibitor of calpain blocks excitotoxic damage without affecting signal transduction events. J Neurosci Res. 2002 Mar 15;67(6):787-94. PubMed PMID: 11891793. 4: Blomgren K, Zhu C, Wang X, Karlsson JO, Leverin AL, Bahr BA, Mallard C, Hagberg H. Synergistic activation of caspase-3 by m-calpain after neonatal hypoxia-ischemia: a mechanism of "pathological apoptosis"? J Biol Chem. 2001 Mar 30;276(13):10191-8. Epub 2000 Dec 21. PubMed PMID: 11124942. 5: DeBiasi RL, Edelstein CL, Sherry B, Tyler KL. Calpain inhibition protects against virus-induced apoptotic myocardial injury. J Virol. 2001 Jan;75(1):351-61. PubMed PMID: 11119604; PubMed Central PMCID: PMC113928. 6: Wang MS, Wu Y, Culver DG, Glass JD. Pathogenesis of axonal degeneration: parallels between Wallerian degeneration and vincristine neuropathy. J Neuropathol Exp Neurol. 2000 Jul;59(7):599-606. PubMed PMID: 10901231. 7: Saatman KE, Zhang C, Bartus RT, McIntosh TK. Behavioral efficacy of posttraumatic calpain inhibition is not accompanied by reduced spectrin proteolysis, cortical lesion, or apoptosis. J Cereb Blood Flow Metab. 2000 Jan;20(1):66-73. PubMed PMID: 10616794. 8: Blomgren K, Hallin U, Andersson AL, Puka-Sundvall M, Bahr BA, McRae A, Saido TC, Kawashima S, Hagberg H. Calpastatin is up-regulated in response to hypoxia and is a suicide substrate to calpain after neonatal cerebral hypoxia-ischemia. J Biol Chem. 1999 May 14;274(20):14046-52. PubMed PMID: 10318818. 9: Bartus RT, Chen EY, Lynch G, Kordower JH. Cortical ablation induces a spreading calcium-dependent, secondary pathogenesis which can be reduced by inhibiting calpain. Exp Neurol. 1999 Feb;155(2):315-26. PubMed PMID: 10072307. 10: James T, Matzelle D, Bartus R, Hogan EL, Banik NL. New inhibitors of calpain prevent degradation of cytoskeletal and myelin proteins in spinal cord in vitro. J Neurosci Res. 1998 Jan 15;51(2):218-22. PubMed PMID: 9469575. 11: Saatman KE, Murai H, Bartus RT, Smith DH, Hayward NJ, Perri BR, McIntosh TK. Calpain inhibitor AK295 attenuates motor and cognitive deficits following experimental brain injury in the rat. Proc Natl Acad Sci U S A. 1996 Apr 16;93(8):3428-33. PubMed PMID: 8622952; PubMed Central PMCID: PMC39625. 12: Bartus RT, Hayward NJ, Elliott PJ, Sawyer SD, Baker KL, Dean RL, Akiyama A, Straub JA, Harbeson SL, Li Z, et al. Calpain inhibitor AK295 protects neurons from focal brain ischemia. Effects of postocclusion intra-arterial administration. Stroke. 1994 Nov;25(11):2265-70. PubMed PMID: 7974554.