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MedKoo Cat#: 558234 | Name: Kelatorphan

Description:

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

Kelatorphan is a Inhibitor of enkephalin metabolism.

Chemical Structure

Kelatorphan
Kelatorphan
CAS#92175-57-0

Theoretical Analysis

MedKoo Cat#: 558234

Name: Kelatorphan

CAS#: 92175-57-0

Chemical Formula: C14H18N2O5

Exact Mass: 294.1216

Molecular Weight: 294.30

Elemental Analysis: C, 57.14; H, 6.16; N, 9.52; O, 27.18

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
Kelatorphan;
IUPAC/Chemical Name
((R)-2-benzyl-4-(hydroxyamino)-4-oxobutanoyl)-L-alanine
InChi Key
OJCFZTVYDSKXNM-GXSJLCMTSA-N
InChi Code
InChI=1S/C14H18N2O5/c1-9(14(19)20)15-13(18)11(8-12(17)16-21)7-10-5-3-2-4-6-10/h2-6,9,11,21H,7-8H2,1H3,(H,15,18)(H,16,17)(H,19,20)/t9-,11+/m0/s1
SMILES Code
C[C@@H](C(O)=O)NC([C@H](CC1=CC=CC=C1)CC(NO)=O)=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
Soluble in DMSO
Shelf Life
>2 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 294.30 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: Tholander F, Roques BP, Fournié-Zaluski MC, Thunnissen MM, Haeggström JZ. Crystal structure of leukotriene A4 hydrolase in complex with kelatorphan, implications for design of zinc metallopeptidase inhibitors. FEBS Lett. 2010 Aug 4;584(15):3446-51. doi: 10.1016/j.febslet.2010.06.044. Epub 2010 Jul 4. PubMed PMID: 20609366. 2: Crain SM, Shen KF. Low doses of cyclic AMP-phosphodiesterase inhibitors rapidly evoke opioid receptor-mediated thermal hyperalgesia in naïve mice which is converted to prominent analgesia by cotreatment with ultra-low-dose naltrexone. Brain Res. 2008 Sep 22;1231:16-24. doi: 10.1016/j.brainres.2008.07.015. Epub 2008 Jul 12. PubMed PMID: 18656459. 3: Crain SM, Shen KF. Naloxone rapidly evokes endogenous kappa opioid receptor-mediated hyperalgesia in naïve mice pretreated briefly with GM1 ganglioside or in chronic morphine-dependent mice. Brain Res. 2007 Sep 5;1167:31-41. Epub 2007 Jul 14. PubMed PMID: 17692296. 4: Yamamoto Y, Ono H, Ueda A, Shimamura M, Nishimura K, Hazato T. Spinorphin as an endogenous inhibitor of enkephalin-degrading enzymes: roles in pain and inflammation. Curr Protein Pept Sci. 2002 Dec;3(6):587-99. Review. PubMed PMID: 12470213. 5: Clarke RW, Bhandari RN, Leggett J. Opioid and GABA receptors involved in mediation and modulation of tonic and stimulus-evoked inhibition of a spinal reflex in the decerebrated and spinalized rabbit. Neuropharmacology. 2001 Sep;41(3):311-20. PubMed PMID: 11522322. 6: Penning TD. Inhibitors of leukotriene A4 (LTA4) hydrolase as potential anti-inflammatory agents. Curr Pharm Des. 2001 Feb;7(3):163-79. Review. PubMed PMID: 11311111. 7: Boudinot E, Morin-Surun M, Foutz AS, Fournié-Zaluski M, Roques BP, Denavit-Saubié M. Effects of the potent analgesic enkephalin-catabolizing enzyme inhibitors RB101 and kelatorphan on respiration. Pain. 2001 Feb 1;90(1-2):7-13. PubMed PMID: 11166965. 8: Peyroux J, Beslot F, Claperon N, Fournie-Zaluski MC, Roques BP. Effect of endopeptidase-24.11 inhibitors and C-ANP receptor ligand on responses evoked in arterioles of rat cremaster muscle by atrial natriuretic peptide. Br J Pharmacol. 1995 Dec;116(8):3117-24. PubMed PMID: 8719785; PubMed Central PMCID: PMC1909177. 9: Bedecs K, Langel U, Bartfai T. Metabolism of galanin and galanin (1-16) in isolated cerebrospinal fluid and spinal cord membranes from rat. Neuropeptides. 1995 Sep;29(3):137-43. PubMed PMID: 8538874. 10: Churchill L, Roques BP, Kalivas PW. Dopamine depletion augments endogenous opioid-induced locomotion in the nucleus accumbens using both mu 1 and delta opioid receptors. Psychopharmacology (Berl). 1995 Aug;120(3):347-55. PubMed PMID: 8524983. 11: Matsumura Y, Tsukahara Y, Kojima T, Murata S, Murakami A, Takada K, Takaoka M, Morimoto S. Effects of phosphoramidon on endothelin-1 and big endothelin-1 production in human aortic endothelial cells. Biol Pharm Bull. 1995 Mar;18(3):401-6. PubMed PMID: 7550091. 12: Cronin A, Keifer JC, Baghdoyan HA, Lydic R. Opioid inhibition of rapid eye movement sleep by a specific mu receptor agonist. Br J Anaesth. 1995 Feb;74(2):188-92. PubMed PMID: 7696070. 13: Lee SH, Kayser V, Guilbaud G. Antinociceptive effect of systemic kelatorphan, in mononeuropathic rats, involves different opioid receptor types. Eur J Pharmacol. 1994 Oct 13;264(1):61-7. PubMed PMID: 7828644. 14: Fujita K, Matsumura Y, Kita S, Hisaki K, Takaoka M, Morimoto S. Phosphoramidon-sensitive conversion of big endothelin-1 and degradation of endothelin-1 in rat kidney. Hypertension. 1994 Aug;24(2):227-33. PubMed PMID: 8039848. 15: Floch A, Fardin V, Cavero I. Characterization of NK1 and NK2 tachykinin receptors in guinea-pig and rat bronchopulmonary and vascular systems. Br J Pharmacol. 1994 Mar;111(3):759-68. PubMed PMID: 7517328; PubMed Central PMCID: PMC1910082. 16: Stanfa LC, Dickenson AH. Electrophysiological studies on the spinal roles of endogenous opioids in carrageenan inflammation. Pain. 1994 Feb;56(2):185-91. PubMed PMID: 7911987. 17: Tölle TR, Schadrack J, Castro-Lopes JM, Evan G, Roques BP, Zieglgänsberger W. Effects of Kelatorphan and morphine before and after noxious stimulation on immediate-early gene expression in rat spinal cord neurons. Pain. 1994 Jan;56(1):103-12. PubMed PMID: 8159434. 18: Sellami S, de Beaurepaire R. Medial diencephalic sites involved in calcitonin-induced hyperthermia and analgesia. Brain Res. 1993 Jul 9;616(1-2):307-10. PubMed PMID: 8358621. 19: Daugé V, Kalivas PW, Duffy T, Roques BP. Effect of inhibiting enkephalin catabolism in the VTA on motor activity and extracellular dopamine. Brain Res. 1992 Dec 25;599(2):209-14. PubMed PMID: 1291031. 20: Ruiz-Gayo M, Durieux C, Fournié-Zaluski MC, Roques BP. Stimulation of delta-opioid receptors reduces the in vivo binding of the cholecystokinin (CCK)-B-selective agonist [3H]pBC 264: evidence for a physiological regulation of CCKergic systems by endogenous enkephalins. J Neurochem. 1992 Nov;59(5):1805-11. PubMed PMID: 1357099.