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| Clinical data | |
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| Trade names | Astomin, Datosin, Gentus |
| AHFS/Drugs.com | International Drug Names |
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| ChEMBL | |
| ECHA InfoCard | 100.048.134 |
| Chemical and physical data | |
| Formula | C18H25N |
| Molar mass | 255.405 g·mol−1 |
| 3D model (JSmol) | |
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Dimemorfan (INN) (or dimemorphan) (brand names Astomin, Dastosirr, Tusben), or dimemorfan phosphate (JAN), also known as 3,17-dimethylmorphinan, is an antitussive (cough suppressant) of the morphinan family that is widely used in Japan and is also marketed in Spain and Italy.[1][2][3][4] It was developed by Yamanouchi Pharmaceutical (now Astellas Pharma) and introduced in Japan in 1975.[3] It was later introduced in Spain in 1981 and Japan in 1985.[5]
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Transcription
Side effects
Adverse effects include nausea, somnolence, dry mouth, and decreased appetite.[5]
Pharmacology
Dimemorfan is an analogue of dextromethorphan (DXM) and its active metabolite dextrorphan (DXO), and similarly to them, acts as a potent agonist of the σ1 receptor (Ki = 151 nM).[6][7] However, unlike DXM and DXO, it does not act significantly as an NMDA receptor antagonist (Ki = 16,978 nM), and for this reason, lacks dissociative effects, thereby having reduced side effects and abuse potential in comparison.[8][9] Similarly to DXM and DXO, dimemorfan has only relatively low affinity for the σ2 receptor (Ki = 4,421 nM).[7]
See also
- Cough syrup
- Noscapine
- Codeine; Pholcodine
- Dextromethorphan
- Racemorphan; Dextrorphan; Levorphanol
- Butamirate
- Pentoxyverine
- Tipepidine
- Cloperastine
- Levocloperastine
References
- ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 427–. ISBN 978-1-4757-2085-3.
- ^ Bruera E, Higginson I, von Gunten CF, Morita T (15 January 2015). Textbook of Palliative Medicine and Supportive Care, Second Edition. CRC Press. pp. 677–. ISBN 978-1-4441-3526-8.
- ^ a b Ida H (1997). "The nonnarcotic antitussive drug dimemorfan: a review". Clinical Therapeutics. 19 (2): 215–231. doi:10.1016/S0149-2918(97)80111-7. PMID 9152562.
- ^ Armstrong LL, Goldman MP (1 January 2005). Lexi-Comp's Drug Information Handbook International: With Canadian and International Drug Monographs. Lexi-Comp. ISBN 978-1-59195-110-0.
- ^ a b Schlesser JL (1991). Drugs Available Abroad, 1st Edition. Derwent Publications Ltd. p. 66. ISBN 0-8103-7177-4.
- ^ Maurice T, Su TP (November 2009). "The pharmacology of sigma-1 receptors". Pharmacology & Therapeutics. 124 (2): 195–206. doi:10.1016/j.pharmthera.2009.07.001. PMC 2785038. PMID 19619582.
- ^ a b Botana LM, Loza M (20 April 2012). Therapeutic Targets: Modulation, Inhibition, and Activation. John Wiley & Sons. pp. 234–. ISBN 978-1-118-18552-0.
- ^ Chou YC, Liao JF, Chang WY, Lin MF, Chen CF (March 1999). "Binding of dimemorfan to sigma-1 receptor and its anticonvulsant and locomotor effects in mice, compared with dextromethorphan and dextrorphan". Brain Research. 821 (2): 516–519. doi:10.1016/S0006-8993(99)01125-7. PMID 10064839. S2CID 22762264.
- ^ Shin EJ, Nah SY, Kim WK, Ko KH, Jhoo WK, Lim YK, et al. (April 2005). "The dextromethorphan analog dimemorfan attenuates kainate-induced seizures via sigma1 receptor activation: comparison with the effects of dextromethorphan". British Journal of Pharmacology. 144 (7): 908–918. doi:10.1038/sj.bjp.0705998. PMC 1576070. PMID 15723099.
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This page was last edited on 2 February 2024, at 21:46