Chemistry:Cathine
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| Routes of administration | Oral |
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| Elimination half-life | 1.8–8.6 hours[1] |
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| Formula | C9H13NO |
| Molar mass | 151.209 g·mol−1 |
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| Solubility in water | 20 mg/mL (20 °C) |
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D-norpseudoephedrine, also known as cathine and (+)-norpseudoephedrine, is a psychoactive drug of the phenethylamine and amphetamine chemical classes which acts as a stimulant. Along with cathinone, it is found naturally in Catha edulis (khat), and contributes to its overall effects.[2] It has approximately 7-10% the potency of amphetamine.[2]
Pharmacology
Like amphetamines, cathinone and ephedrine, cathine acts as a norepinephrine releasing agent (NRA).[2] It also acts as a dopamine releasing agent (DRA).[2][3]
Chemistry
Cathine is one of the four stereoisomers of phenylpropanolamine (PPA).
Regulation
The World Anti-Doping Agency's list of prohibited substances (used for the Olympic Games among other athletic events) bans cathine in concentrations of over 5 micrograms per milliliter in urine. Cathine is a Schedule III drug under the Convention on Psychotropic Substances.[4] In the United States, it is classified as a Schedule IV controlled substance.[5]
In Australia, Cathine is officially a schedule 4 drug prescription only, but is not available or approved for any medical use.
In Hong Kong, cathine is regulated under Schedule 1 of Hong Kong's Chapter 134 Dangerous Drugs Ordinance. Unlawful possession is punishable by severe fines and imprisonment.
Pregnancy
Ephedra, found in many Ephedraceae species, is a Chinese and Western herb that contains, among other amphetamines, D-norpseudoephedrine. In the National Birth Defects Prevention Study, which included 18,438 women from 10 states from 1999 to 2003, 1.3% of women reported using ephedra during pregnancy. During the trial, five cases of anencephaly were born to women who used ephedra, however there was no statistically significant association to women not using ephedra (odds ratio 2.8, confidence interval 1.0–7.3).[6]
A small study of 642 participants in Yemen found that among pregnant women who chewed khat (containing D-norpseudoephedrine) there was no increased risk of stillbirth or congenital malformations.[7] Among lactating women who chew khat, D-norpseudoephedrine is found in breastmilk.[8]
See also
- L-Norpseudoephedrine, the enantiomer
- Methcathinone
- Ephedra sinica ("Ephedra")
- Ephedrine
- Pseudoephedrine
- Methamphetamine
References
- ↑ "Pharmacokinetics of cathinone, cathine and norephedrine after the chewing of khat leaves". British Journal of Clinical Pharmacology 56 (1): 125–30. July 2003. doi:10.1046/j.1365-2125.2003.01834.x. PMID 12848785.
- ↑ 2.0 2.1 2.2 2.3 "Khat use and neurobehavioral functions: suggestions for future studies". Journal of Ethnopharmacology 132 (3): 554–63. December 2010. doi:10.1016/j.jep.2010.05.033. PMID 20553832.
- ↑ "The Appetite Suppressant D-norpseudoephedrine (Cathine) Acts via D1/D2-Like Dopamine Receptors in the Nucleus Accumbens Shell". Frontiers in Neuroscience 14: 572328. 2020-10-16. doi:10.3389/fnins.2020.572328. PMID 33177980.
- ↑ "List of psychotropic substances under international control". International Narcotics Control Board. http://www.incb.org/pdf/e/list/green.pdf.
- ↑ "Scheduling Actions". Diversion Control Division. U.S. Department Of Justice, Drug Enforcement Administration (DEA). https://www.deadiversion.usdoj.gov/schedules/orangebook/a_sched_alpha.pdf.
- ↑ "Stimulant Use in Pregnancy: An Under-recognized Epidemic Among Pregnant Women". Clinical Obstetrics and Gynecology 62 (1): 168–184. March 2019. doi:10.1097/GRF.0000000000000418. PMID 30601144.
- ↑ "Correlates of khat use during pregnancy: A cross-sectional study". Addictive Behaviors 73: 178–184. October 2017. doi:10.1016/j.addbeh.2017.05.008. PMID 28531823.
- ↑ "Use of khat in lactating women: a pilot study on breast-milk secretion". Journal of Ethnopharmacology 21 (1): 85–90. September 1987. doi:10.1016/0378-8741(87)90097-3. PMID 3695559.
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