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

MedKoo CAT#: 326727

CAS#: 25775-90-0

Description: Zucapsaicin, also known as cis-Capsaicin, is a medication used to treat osteoarthritis of the knee and other neuropathic pain. It is applied three times daily for a maximum of three months. It reduces pain, and improves articular functions. It is the cis-isomer of capsaicin. Civamide, manufactured by Winston Pharmaceuticals, is produced in formulations for oral, nasal, and topical use (patch and cream). Zucapsaicin has been tested for treatment of a variety of conditions associated with ongoing nerve pain. This includes herpes simplex infections; cluster headaches and migraine; and knee osteoarthritis.


Price and Availability

Size
Price

5mg
USD 650
Size
Price

Size
Price

Zucapsaicin, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received. Delivery time: overnight (USA/Canada); 3-5 days (worldwide). Shipping fee: from $30.00 (USA); from $45.00 (Canada); from $70.00 (international).


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 326727
Name: Zucapsaicin
CAS#: 25775-90-0
Chemical Formula: C18H27NO3
Exact Mass: 305.1991
Molecular Weight: 305.418
Elemental Analysis: C, 70.79; H, 8.91; N, 4.59; O, 15.72


Synonym: BRN 4261852; cis-Capsaicin; Civamide; Zucapsaicin, trade name Civanex.

IUPAC/Chemical Name: (Z)-N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide

InChi Key: YKPUWZUDDOIDPM-VURMDHGXSA-N

InChi Code: InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6-

SMILES Code: CC(C)/C=C\CCCCC(NCC1=CC=C(O)C(OC)=C1)=O


Technical Data

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, not in water

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).

Harmonized System Code:
293490


References

1: Sałat K, Jakubowska A, Kulig K. Zucapsaicin for the treatment of neuropathic pain. Expert Opin Investig Drugs. 2014 Oct;23(10):1433-40. doi: 10.1517/13543784.2014.956079. Epub 2014 Aug 29. Review. PubMed PMID: 25171227.

2: Schnitzer TJ, Pelletier JP, Haselwood DM, Ellison WT, Ervin JE, Gordon RD, Lisse JR, Archambault WT, Sampson AR, Fezatte HB, Phillips SB, Bernstein JE. Civamide cream 0.075% in patients with osteoarthritis of the knee: a 12-week randomized controlled clinical trial with a longterm extension. J Rheumatol. 2012 Mar;39(3):610-20. doi: 10.3899/jrheum.110192. Epub 2011 Nov 15. PubMed PMID: 22089461.

3: Bayes M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2006 Jul-Aug;28(6):379-412. PubMed PMID: 16894408.

4: Rapoport AM, Bigal ME, Tepper SJ, Sheftell FD. Intranasal medications for the treatment of migraine and cluster headache. CNS Drugs. 2004;18(10):671-85. Review. PubMed PMID: 15270595.

5: Markley HG. Topical agents in the treatment of cluster headache. Curr Pain Headache Rep. 2003 Apr;7(2):139-43. Review. PubMed PMID: 12628056.

6: Saper JR, Klapper J, Mathew NT, Rapoport A, Phillips SB, Bernstein JE. Intranasal civamide for the treatment of episodic cluster headaches. Arch Neurol. 2002 Jun;59(6):990-4. PubMed PMID: 12056936.

7: Diamond S, Freitag F, Phillips SB, Bernstein JE, Saper JR. Intranasal civamide for the acute treatment of migraine headache. Cephalalgia. 2000 Jul;20(6):597-602. PubMed PMID: 11075845.

8: Bourne N, Bernstein DI, Stanberry LR. Civamide (cis-capsaicin) for treatment of primary or recurrent experimental genital herpes. Antimicrob Agents Chemother. 1999 Nov;43(11):2685-8. PubMed PMID: 10543747; PubMed Central PMCID: PMC89543.

9: Arnar DO, Cai JJ, Lee HC, Martins JB. Electrophysiologic effects of civamide (zucapsaicin) on canine cardiac tissue in vivo and in vitro. J Cardiovasc Pharmacol. 1998 Dec;32(6):875-83. PubMed PMID: 9869492.

10: Lu J, Cwik M. Determination of capsaicin and zucapsaicin in human serum by high-performance liquid chromatography with fluorescence detection. J Chromatogr B Biomed Sci Appl. 1997 Nov 7;701(1):135-9. PubMed PMID: 9389349.