덱스트로메토르판

덱스트로메토르판
체계적 명칭 (IUPAC 명명법)
(4bS,8aR,9S)-3-Methoxy-11-methyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene
식별 정보
CAS 등록번호 125-71-3
ATC 코드 R05DA09
PubChem 15978238
드러그뱅크 DB00514
ChemSpider 13109865
화학적 성질
화학식 C18H25NO 
분자량 271.40 g/mol
물리적 성질
녹는점 111 °C (232 °F)
약동학 정보
생체적합성 11%[1]
동등생물의약품 ?
약물 대사 Hepatic (liver) enzymes: major en:CYP2D6, minor en:CYP3A4, and minor en:CYP3A5
생물학적 반감기 2–4 hours (약물유전체학s); 24 hours (약물유전체학s)[2]
배출 Renal
처방 주의사항
임부투여안전성 A(오스트레일리아)C(미국)
법적 상태
중독 경향 Low
투여 방법 By mouth

덱스트로메토르판(dextromethorphan, DXM 또는 DM 또는 D-Methorphan)은 처방전 없이 구매가 가능한 감기, 기침용 약물이자 기침 억제제로서 대부분 사용되는 약물이다. 시럽, 알약, 스프레이, 목구멍용 트로키제 형태로 판매된다.

진정제, 해리성, 각성제 속성(적은 량 복용 시)을 갖춘 모르피난계 약물에 속한다. 순수 형태에서 덱스트로메토르판은 흰 가루 형태이다.[3]

DXM은 또한 레크리에이션 목적으로도 사용된다. 승인된 양 이상으로 과다 복용할 경우 덱스트로메토르판은 해리성 마취제의 역할을 한다. 여러 작용기서가 있으며 여기에는 비선택적 세로토닌 재흡수 억제제[4], 시그마-1 수용체 작용제로서의 동작이 포함된다.[5][6] DXM과 그 주요 대사물질, 덱스트로판 또한 많은 양을 복용할 경우 NMDA 수용체 길항제의 역할을 하며 이는 케타민, 펜시클리딘과 같은 다른 해리성 마취제가 만들어내는 해리성 상태와 비슷한 효과를 내지만 이와는 구별된다.

1949년 특허를 받았으며 1953년 의학용으로 승인되었다.[7]

Dextromethorphan Hydrobromide Hydrate은 결합형태의 예이다.[8]

같이 보기

각주

  1. Kukanich, B.; Papich, M. G. (2004). “Plasma profile and pharmacokinetics of dextromethorphan after intravenous and oral administration in healthy dogs”. 《Journal of Veterinary Pharmacology and Therapeutics》 27 (5): 337–41. doi:10.1111/j.1365-2885.2004.00608.x. PMID 15500572. 
  2. “Balminil DM, Benylin DM (dextromethorphan) dosing, indications, interactions, adverse effects, and more”. 《Medscape Reference》. WebMD. 2014년 4월 15일에 확인함. 
  3. “Reference Tables: Description and Solubility - D”. 2017년 7월 4일에 원본 문서에서 보존된 문서. 2011년 5월 6일에 확인함. 
  4. Schwartz, Anna R.; Pizon, Anthony F.; Brooks, Daniel E. (2008). “Dextromethorphan-induced serotonin syndrome”. 《Clinical Toxicology》 46 (8): 771–3. doi:10.1080/15563650701668625. PMID 19238739. 
  5. Shin, E; Nah, S; Chae, J; Bing, G; Shin, S; Yen, T; Baek, I; Kim, W; Maurice, T; Nabeshima, T; Kim, H. C. (2007). “Dextromethorphan attenuates trimethyltin-induced neurotoxicity via σ1 receptor activation in rats”. 《Neurochemistry International》 50 (6): 791–9. doi:10.1016/j.neuint.2007.01.008. PMID 17386960. 
  6. Shin, Eun-Joo; Nah, Seung-Yeol; Kim, Won-Ki; Ko, Kwang Ho; Jhoo, Wang-Kee; Lim, Yong-Kwang; Cha, Joo Young; Chen, Chieh-Fu; Kim, Hyoung-Chun (2005). “The dextromethorphan analog dimemorfan attenuates kainate-induced seizuresvia σ1receptor activation: Comparison with the effects of dextromethorphan”. 《British Journal of Pharmacology》 144 (7): 908–18. doi:10.1038/sj.bjp.0705998. PMC 1576070. PMID 15723099. 
  7. Fischer, Jnos; Ganellin, C. Robin (2006). 《Analogue-based Drug Discovery》 (영어). John Wiley & Sons. 527쪽. ISBN 9783527607495. 
  8. (Dextromethorphan (hydrobromide hydrate) Item № 13950 CAS № 6700-34-1 Purity ≥98%)https://www.caymanchem.com/product/13950

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