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아르티카인

Articaine

HCID 32170
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
23964-58-1
표준 SMILES
CCCNC(C)C(=O)Nc1c(C)csc1C(=O)OC
InChIKey
QTGIAADRBBLJGA-UHFFFAOYSA-N
분자식
C13H20N2O3S
평균 분자량
284.38 g/mol
단동위원소 질량
284.11946368

개요

4-methyl-3-[[1-oxo-2-(propylamino)propyl]amino]-2-thiophenecarboxylic acid methyl ester is a thiophenecarboxylic acid.

이름 및 식별자

우선 이름
Articaine
IUPAC
methyl 4-methyl-3-[2-(propylamino)propanoylamino]thiophene-2-carboxylate
현지명
아르티카인
영어명
Articaine
분자식
C13H20N2O3S
분자량
284.37

이름 및 동의어

Articaine23964-58-1CarticaineArticainaArticainumArticadentArticainCarticainOrablocUltacanD3SQ406G9Xmethyl 4-methyl-3-[2-(propylamino)propanamido]thiophene-2-carboxylate
이름 더 보기
아르티카인ARTICAINE HCL40045atecaineUnii-D3sq406G9xArticaine (USP)
DTXSID7048536methyl 4-methyl-3-(2-(propylamino)propanamido)thiophene-2-carboxylate2-Thiophenecarboxylic acid, 4-methyl-3-((1-oxo-2-(propylamino)propyl)amino)-, methyl esterUltacan ForteHydrochloride, CarticaineRefChem:388864Septocaine and EpinephrineArticaine HCl and Epinephrine

데이터베이스 식별자

CAS
23964-58-1
PubChem CID
32170
DTXSID
DTXSID7048536
ChEMBL
CHEMBL1093
ChEBI
CHEBI:91834
UNII
D3SQ406G9X
EC Number
607-295-0
Nikkaji
J342.299B

물성

구조 계산 물성

XLogP
2.8
극성 표면적
95.7 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
5
회전 가능 결합 수
7
무거운 원자 수
19
형식 전하
0
복잡도
325

실험 및 물리화학적 성질

DrugsPharmaceuticals
Human Drugs · 3건

Breast Feeding; Lactation; Milk, Human; Anesthetics, Local

FDA approved drugs -> Active ingredient

Pharmaceuticals

Melting Point172-173

물리화학적 성질

녹는점
175 · 175-176 °C
끓는 점
0.3 · bp0.3 162-167°
밀도
1.178 · 1.178±0.06 g/cm3(Predicted)
저장 조건
Refrigerator
용해도
DMSO(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa)
13.46 · 13.46±0.70(Predicted)
물리적 상태
고체
색상
흰색에서 황백색까지
주요 응용
의약품(소분자)
InChI
InChI=1S/C13H20N2O3S/c1-5-6-14-9(3)12(16)15-10-8(2)7-19-11(10)13(17)18-4/h7,9,14H,5-6H2,1-4H3,(H,15,16)
InChIKey
QTGIAADRBBLJGA-UHFFFAOYSA-N
SMILES
C1(C(OC)=O)SC=C(C)C=1NC(=O)C(NCCC)C

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

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

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)

독성 정보

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

안전 데이터

wgk
WGK 3
HS 번호
2934990002
Hazard Classifications
Acute Tox. 4 Oral
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

ATC Code · 3건

N01BB58

N - Nervous system

QN - Nervous system

FDA Pharmacological Classification · 6건

D3SQ406G9X

ARTICAINE

Established Pharmacologic Class [EPC] - Amide Local Anesthetic

Chemical Structure [CS] - Amides

Physiologic Effects [PE] - Local Anesthesia

Articaine is an Amide Local Anesthetic. The physiologic effect of articaine is by means of Local Anesthesia.

MeSH Pharmacological Classification · 1건

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate.

용도 및 제조

UsesUse (kg; approx.) in Germany (2009): >100
Use ClassificationPharmaceuticals
응용 분야 · 2건

개요Articaine [4-methyl-3-(2-propylaminopropionamido) thiophene-2-carboxylic acid methyl ester hydrochloride] has been widely used in dentistry since its approval by the U.S. FDA in the year 2000 because of its quick onset and short duration of action. The structure of articaine differs from those of all other amino amide-type local anesthetics in that it contains a thiophene ring instead of a benzene ring and a carbomethoxy group. This renders the molecule more lipophilic and, thus, easier to cross any lipoidal membranes. Its local anesthetic potency is approximately 1.5-fold that of lidocaine, even though it has similar pKa (7.8) and plasma protein binding (76%) properties. Articaine also is metabolized primarily by plasma cholinesterases because of the presence of an ester group and, therefore, has a much shorter duration of action than lidocaine (i.e., only approximately one-fourth that of lidocaine). Articaine undergoes rapid hydrolysis of the carbomethoxy group to give articainic acid, which is eliminated either unchanged (75%) or as its glucuronides (25%). Compared with to other shortacting, amino amide-type local anesthetics, such as mepivacaine, lidocaine, or prilocaine, articaine is said to be a much safer drug for regional anesthesia and is the drug of choice for dental procedures.

용도Articaine is an amide based short-acting local anesthetic use for regional anaesthesia in day-case settings such arthroscopy, hand , food surgery and in dentistry.

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