Clocinnamox

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

MedKoo CAT#: 413102

CAS#: 117332-69-1

Description: Clocinnamox is an opioid mu receptor agonist.

Chemical Structure

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Clocinnamox
CAS# 117332-69-1
Instruction

Theoretical Analysis

MedKoo Cat#: 413102
Name: Clocinnamox
CAS#: 117332-69-1
Chemical Formula: C30H33ClN2O7S
Exact Mass: 600.17
Molecular Weight: 601.110
Elemental Analysis: C, 59.94; H, 5.53; Cl, 5.90; N, 4.66; O, 18.63; S, 5.33

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Clocinnamox; NIH10989; NIH-10989; NIH 10989

IUPAC/Chemical Name: 2-Propenamide, 3-(4-chlorophenyl)-N-((5alpha)-17-(cyclopropylmethyl)-4,5-epoxy-3-hydroxy-6-oxomorphinan-14-yl)-, monomethanesulfonate

InChi Key: XAXNKAGAUFXFDO-JVJDXIHNSA-N

InChi Code: InChI=1S/C29H29ClN2O4.CH4O3S/c30-20-7-3-17(4-8-20)5-10-24(35)31-29-12-11-22(34)27-28(29)13-14-32(16-18-1-2-18)23(29)15-19-6-9-21(33)26(36-27)25(19)28;1-5(2,3)4/h3-10,18,23,27,33H,1-2,11-16H2,(H,31,35);1H3,(H,2,3,4)/b10-5+;/t23-,27+,28+,29-;/m1./s1

SMILES Code: O=C(N[C@]1([C@]2([C@@]3([H])O4)C5=C4C(O)=CC=C5C[C@H]1N(CC6CC6)CC2)CCC3=O)/C=C/C7=CC=C(Cl)C=C7.CS(=O)(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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 601.11 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Paronis CA, Woods JH. Clocinnamox dose-dependently antagonizes morphine- analgesia and [3H]DAMGO binding in rats. Eur J Pharmacol. 1997 Oct 15;337(1):27-34. doi: 10.1016/s0014-2999(97)01296-x. PMID: 9389377.

2: Butelman ER, Negus SS, Lewis JW, Woods JH. Clocinnamox antagonism of opioid suppression of schedule-controlled responding in rhesus monkeys. Psychopharmacology (Berl). 1996 Feb;123(4):320-4. doi: 10.1007/BF02246641. PMID: 8867870.

3: Walker EA, Young AM. Clocinnamox distinguishes opioid agonists according to relative efficacy in normal and morphine-treated rats trained to discriminate morphine. J Pharmacol Exp Ther. 2002 Jul;302(1):101-10. doi: 10.1124/jpet.302.1.101. PMID: 12065706.

4: Chan K, Brodsky M, Davis T, Franklin S, Inturrisi CE, Yoburn BC. The effect of the irreversible mu-opioid receptor antagonist clocinnamox on morphine potency, receptor binding and receptor mRNA. Eur J Pharmacol. 1995 Dec 12;287(2):135-43. doi: 10.1016/0014-2999(95)00488-2. PMID: 8749027.

5: Zernig G, Butelman ER, Lewis JW, Walker EA, Woods JH. In vivo determination of mu opioid receptor turnover in rhesus monkeys after irreversible blockade with clocinnamox. J Pharmacol Exp Ther. 1994 Apr;269(1):57-65. PMID: 8169852.

6: Zernig G, Lewis JW, Woods JH. Clocinnamox inhibits the intravenous self- administration of opioid agonists in rhesus monkeys: comparison with effects on opioid agonist-mediated antinociception. Psychopharmacology (Berl). 1997 Feb;129(3):233-42. doi: 10.1007/s002130050185. PMID: 9084061.

7: Burke TF, Woods JH, Lewis JW, Medzihradsky F. Irreversible opioid antagonist effects of clocinnamox on opioid analgesia and mu receptor binding in mice. J Pharmacol Exp Ther. 1994 Nov;271(2):715-21. PMID: 7965787.

8: Chan KW, Duttory A, Yoburn BC. Magnitude of tolerance to fentanyl is independent of mu-opioid receptor density. Eur J Pharmacol. 1997 Jan 29;319(2-3):225-8. doi: 10.1016/s0014-2999(96)00960-0. PMID: 9042594.

9: Comer SD, Burke TF, Lewis JW, Woods JH. Clocinnamox: a novel, systemically- active, irreversible opioid antagonist. J Pharmacol Exp Ther. 1992 Sep;262(3):1051-6. PMID: 1326622.

10: Zernig G, Burke T, Lewis JW, Woods JH. Mechanism of clocinnamox blockade of opioid receptors: evidence from in vitro and ex vivo binding and behavioral assays. J Pharmacol Exp Ther. 1996 Oct;279(1):23-31. PMID: 8858971.