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style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number 67025-94-9
PubChem 5486190
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style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula C24H32Cl2N2O3
Molar mass 467.43 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Chlornaltrexamine is an irreversible mixed agonist-antagonist for μ-opioid receptors, which forms a covalent bond to the active site. It is 22 times more potent than morphine. Its alkylating group is a bis(chloroalkyl)amino-residue similar to that of the nitrogen mustards.[1] [2] [3] [4] [5][6]

See also


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  1. Portoghese PS, DL Larson, JB Jiang, AE Takemori, TP Caruso. 6beta-[N,N-Bis(2-chloroethyl)amino]-17-(cyclopropylmethyl)-4,5alpha-epoxy-3,14-dihydroxymorphinan(chlornaltrexamine) a potent opioid receptor alkylating agent with ultralong narcotic antagonist actitivty. Journal of Medicinal Chemistry. 21(7): 598-9, Jul 1978.
  2. Portoghese PS, DL Larson, JB Jiang, TP Caruso, AE Takemori. Synthesis and pharmacologic characterization of an alkylating analogue (chlornaltrexamine) of naltrexone with ultralong-lasting narcotic antagonist properties. Journal of Medicinal Chemistry. 22(2): 168-73, Feb 1979.
  3. Caruso TP, AE Takemori, DL Larson, PS Portoghese. Chloroxymorphamine, an opioid receptor site-directed alkylating agent having narcotic agonist activity. Science. 204(4390): 316-8, Apr 1979.
  4. Caruso TP, DL Larson, PS Portoghese, AE Takemori. Pharmacological studies with an alkylating narcotic agonist, chloroxymorphamine, and antagonist, chlornaltrexamine. Journal of Pharmacology and Experimental Therapeutics. 213(3): 539-44, Jun 1980.
  5. Caruso TP, DL Larson, PS Portoghese, AE Takemori. Isolation of selective 3H-chlornaltrexamine-bound complexes, possible opioid receptor components in brains of mice. Life Sciences. 27(22): 2063-9, Dec 1980.
  6. L. M. Sayre; A. E. Takemori; P. S. Portoghese (1983). Journal of Medicinal Chemistry. 26 (4): 503. doi:10.1021/jm00358a009.  Missing or empty |title= (help)