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아세클리딘

Aceclidine

HCID 1979
노트반응
기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
827-61-2
표준 SMILES
CC(=O)OC1CN2CCC1CC2
InChIKey
WRJPSSPFHGNBMG-UHFFFAOYSA-N
분자식
C9H15NO2
평균 분자량
169.22 g/mol
단동위원소 질량
169.11027872

이름 및 식별자

우선 이름
Aceclidine
IUPAC
1-azabicyclo[2.2.2]octan-3-yl acetate
현지명
아세클리딘
영어명
Aceclidine
분자식
C9H15NO2
분자량
169.22

이름 및 동의어

aceclidine827-61-23-Acetoxyquinuclidine3-Quinuclidinol acetate (ester)AceclidinaAceclidinum3-Quinuclidinol acetate1-Azabicyclo(2.2.2)octan-3-ol, acetate (ester)DTXSID2045658NSC-657843NSC-7582390578K3ELIO
이름 더 보기
아세클리딘quinuclidin-3-yl acetateNSC657843NSC 6578433-Quinuclidinyl acetateQuinuclidine-3-ol acetate3-Quinuclidinol acetate ester
1-Azabicyclo(2.2.2)octan-3-ol, acetateacetic acid quinuclidin-3-yl esterDTXCID00256581-Azabicyclo[2.2.2]octan-3-ol, acetate (ester)aceclidin3-quinuclidinol dl-form acetate (ester)1-Azabicyclo[2.2.2]octan-3-ol, acetateRefChem:914942

데이터베이스 식별자

CAS
827-61-2
PubChem CID
1979
DTXSID
DTXSID2045658
ChEMBL
CHEMBL20835
ChEBI
CHEBI:93847
UNII
0578K3ELIO
EC Number
212-574-1
Nikkaji
J48.379F

물성

구조 계산 물성

XLogP
0.7
극성 표면적
29.5 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
3
회전 가능 결합 수
2
무거운 원자 수
12
형식 전하
0
복잡도
185

실험 및 물리화학적 성질

Collision Cross Section · 2건

135.39 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

136.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

끓는 점
298.52 °C · 298.52°C (rough estimate)
밀도
1.0873 · 1.0873 (rough estimate)
굴절률
1.478 · 1.4780 (estimate)
저장 조건
-20 °C · Sealed in dry,Store in freezer, under -20°C
물리적 상태
36 °C · 36°C Liquid
산도 계수 (pKa)
9.22 · 9.22±0.33(Predicted)
색상
Off-white to light yellow
InChI
InChI=1S/C9H15NO2/c1-7(11)12-9-6-10-4-2-8(9)3-5-10/h8-9H,2-6H2,1H3
InChIKey
WRJPSSPFHGNBMG-UHFFFAOYSA-N
SMILES
N12CCC(CC1)C(OC(=O)C)C2

안전 및 규제

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

안전 데이터

독성
LD50 scu-rat: 225 mg/kg ARZNAD 18,320,68

화학 및 산업

약리 정보

ATC Code · 2건

S - Sensory organs;S01 - Ophthalmologicals;S01E - Antiglaucoma preparations and miotics;S01EB - Parasympathomimetics;S01EB08 - Aceclidine

QS - Sensory organs;QS01 - Ophthalmologicals;QS01E - Antiglaucoma preparations and miotics;QS01EB - Parasympathomimetics;QS01EB08 - Aceclidine

Pharmacodynamics · 1건

Aceclidine is a cholinergic muscarinic agonist that stimulates miosis in order to extend the depth of focus to improve vision. Systemic exposure to aceclidine and its metabolites following topical ocular administration is low. The onset of effect for presbyopia treatment is observed within 30 minutes, and the effect can last up to 10 hours. Patients may experience temporary dim or dark vision and should exercise caution with night driving or other hazardous activities in poor illumination. Rare cases of retinal tears and detachments have been reported with miotics, and patients should be advised to seek immediate medical care for sudden onset of flashing lights, floaters, or vision loss. Caution is also advised in patients with a history of iritis, as miotics may exacerbate ocular inflammation.

Mechanism of Action · 1건

Presbyopia is a common age-related condition characterized by the inability of the eye to accommodate and focus properly on objects at different distances, leading to near vision loss. Aceclidine is a selective cholinergic muscarinic agonist that treats presbyopia by stimulating muscarinic receptors located on smooth muscles. It is a predominately pupil-selective miotic, interacting primarily with the iris with minimal ciliary muscle stimulation. This interaction causes contraction of the iris sphincter muscle, which results in a pinhole effect that extends the depth of focus and improves vision.

Biological Half-LifeThe half-life of aceclidine could not be estimated at any timepoint due to the limited amount of quantifiable concentrations of drug product following ophthalmic dosing.
Metabolism/MetabolitesAceclidine undergoes hydrolysis in the eye to acetate and 3-quinuclidinol (3-Q), with one mole of aceclidine being hydrolyzed to one mole of 3-Q.

관련 반응

5건
반응 기록 만들기
HRID 152867 반응식
HRID 152867생성물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 273676 반응식
HRID 273676생성물로uspto-grants-1995_02
HRID 865902 반응식
HRID 865902생성물로uspto-grants-1996_10
HRID 937483 반응식
HRID 937483생성물로Validation data from https://doi.org/10.1039/C8SC04228D
HRID 1973356 반응식
HRID 1973356생성물로uspto-grants-1976_12

화합물 노트

불러오는 중…

이 페이지에서기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
FDA Pharmacological Classification · 6건

0578K3ELIO

ACECLIDINE

Established Pharmacologic Class [EPC] - Cholinergic Receptor Agonist

Mechanisms of Action [MoA] - Cholinergic Muscarinic Agonists

Aceclidine is a Cholinergic Receptor Agonist. The mechanism of action of aceclidine is as a Cholinergic Muscarinic Agonist.

ACECLIDINE

MeSH Pharmacological Classification · 2건

Agents causing contraction of the pupil of the eye. Some sources use the term miotics only for the parasympathomimetics but any drug used to induce miosis is included here.

Drugs that mimic the effects of parasympathetic nervous system activity. Included here are drugs that directly stimulate muscarinic receptors and drugs that potentiate cholinergic activity, usually by slowing the breakdown of acetylcholine (CHOLINESTERASE INHIBITORS). Drugs that stimulate both sympathetic and parasympathetic postganglionic neurons (GANGLIONIC STIMULANTS) are not included here.

Absorption, Distribution and Excretion · 1건

Systemic exposure of aceclidine was evaluated in 16 subjects with presbyopia following once daily administration for 8 days. The mean Cmax and AUC0-t values for 3-Q, the primary metabolite formed from the hydrolysis of aceclidine, after the 8-day interval were 2,114 ng/mL and 4,899 hr*ng/mL, respectively.

응용 분야

용도analgesic (topical), depletes Substance P, neurotoxic

상·하류 제품 정보

상류 원료

칼륨수소에틸브로모아세트산Methyl isonicotinate수소화 칼륨 프탈산3-퀴누클리딘올물무수초산피리딘

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