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Dextromethorphan Hydrobromide

HCID 5464025
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
125-69-9
표준 SMILES
Br.COc1ccc2c(c1)[C@]13CCCC[C@@H]1[C@H](C2)N(C)CC3
InChIKey
MISZALMBODQYFT-URVXVIKDSA-N
분자식
C18H26BrNO
평균 분자량
352.3 g/mol
단동위원소 질량
351.11977655

개요

Dextromethorphan Hydrobromide is the hydrobromide salt form of dextromethorphan, a synthetic, methylated dextrorotary analogue of levorphanol, a substance related to codeine and a non-opioid derivate of morphine. Dextromethorphan exhibits antitussive activity and is devoid of analgesic or addictive property. This agent crosses the blood-brain-barrier and activates sigma opioid receptors on the cough center in the central nervous system, thereby suppressing the cough reflex.

이름 및 식별자

우선 이름
Dextromethorphan Hydrobromide
IUPAC
(1S,9S,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene;hydrobromide

이름 및 동의어

Dextromethorphan hydrobromide125-69-9DelsymAntussanDemorphanTusiland-Methorphan hydrobromideRomilarDextromethorphan bromideDextromethorphan HBrDextromethorphan polistirexDextromethorphan hydrobromide anhydrous
이름 더 보기
Z0CG3115FGBenylin DMCHEBI:4471DTXSID60872346AzedipaminOrthoxicolTussi-OrganidinEndotussin-NN

데이터베이스 식별자

CAS
125-69-9
PubChem CID
5464025
DTXSID
DTXSID60872346
ChEMBL
CHEMBL1256818
UNII
Z0CG3115FG
EC Number
204-750-1

물성

구조 계산 물성

극성 표면적
12.5 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
1
무거운 원자 수
21
형식 전하
0
복잡도
370

실험 및 물리화학적 성질

Human Drugs · 4건

Breast Feeding; Lactation; Milk, Human; Antitussive Agents

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Collision Cross Section165.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 0.6% (1 of 157) of reports.

Warning

H302 (98.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 157 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationDextromethorphan hydrobromide anhydrous: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Morphinan, 3-methoxy-17-methyl-, hydrobromide, (9.alpha.,13.alpha.,14.alpha.)-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (98.7%)

독성 정보

Health EffectsHypertension, shallow respiration. Dextromethorphan can cause other gastrointestinal disturbances. [Wikipedia]
Exposure RoutesOral, rapidly absorbed from the gastrointestinal tract.
Toxicity Summary · 1건

Dextromethorphan is an opioid-like drug that binds to and acts as antagonist to the NMDA glutamatergic receptor, it is an agonist to the opioid sigma 1 and sigma 2 receptors, it is also an alpha3/beta4 nicotinic receptor antagonist and targets the serotonin reuptake pump. Dextromethorphan is rapidly absorbed from the gastrointestinal tract, where it enters the bloodstream and crosses the blood-brain barrier. The first-pass through the hepatic portal vein results in some of the drug being metabolized into an active metabolite of dextromethorphan, dextrorphan, the 3-hydroxy derivative of dextromethorphan.

화학 및 산업

약리 정보

Metabolism/MetabolitesHepatic. Rapidly and extensively metabolized to dextrorphan (active metabolite). One well known metabolic catalyst involved is a specific cytochrome P450 enzyme known as 2D6, or CYP2D6. Half Life: 3-6 hours
FDA Pharmacological Classification · 6건

DEXTROMETHORPHAN HBR

Sigma-1 Agonist [EPC]; Uncompetitive NMDA Receptor Antagonists [MoA]; Sigma-1 Receptor Agonists [MoA]; Uncompetitive N-methyl-D-aspartate Receptor Antagonist [EPC]

DEXTROMETHORPHAN HBR 15 MG

Sigma-1 Agonist [EPC]; Uncompetitive N-methyl-D-aspartate Receptor Antagonist [EPC]; Uncompetitive NMDA Receptor Antagonists [MoA]; Sigma-1 Receptor Agonists [MoA]

DEXTROMETHORPHAN HYDROBROMIDE

Sigma-1 Agonist [EPC]; Uncompetitive NMDA Receptor Antagonists [MoA]; Sigma-1 Receptor Agonists [MoA]; Uncompetitive N-methyl-D-aspartate Receptor Antagonist [EPC]

MeSH Pharmacological Classification · 2건

Agents that suppress cough. They act centrally on the medullary cough center. EXPECTORANTS, also used in the treatment of cough, act locally.

Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists.

용도 및 제조

Uses · 1건

The primary use of dextromethorphan is as a cough suppressant, for the temporary relief of cough caused by minor throat and bronchial irritation (as commonly accompanies the common cold), as well as those resulting from inhaled irritants. In addition, a combination of dextromethorphan and quinidine has been shown to alleviate symptoms of easy laughing and crying (pseudobulbar affect) in patients with amyotrophic lateral sclerosis and multiple sclerosis.

관련 반응

27건
반응 기록 만들기
HRID 219484 반응식
HRID 219484반응물로uspto-grants-2012_06
HRID 219493 반응식
HRID 219493반응물로uspto-grants-2012_06
HRID 219494 반응식
HRID 219494반응물로uspto-grants-2012_06
HRID 333512 반응식
HRID 333512반응물로uspto-grants-2014_11
HRID 333521 반응식
HRID 333521반응물로uspto-grants-2014_11
HRID 333522 반응식
HRID 333522반응물로uspto-grants-2014_11
HRID 403097 반응식
HRID 403097반응물로uspto-grants-2014_06
HRID 403106 반응식
HRID 403106반응물로uspto-grants-2014_06
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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
Signs and Symptomssymptoms include vomitting, drowiness, diarrhea, urinary retention, fever, and sweating. [Wikipedia]
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 6건

Drug Induced Liver Injury Rank (DILIrank 2.0)

Dextromethorphan polistirex

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Toxicity DataLD50: 165 mg/kg (mice) (L1858) LD50: 350 mg/kg (rat) (L1858)