기본 정보
- 표준 SMILES
CCNC(=O)[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O- InChIKey
JADDQZYHOWSFJD-FLNNQWSLSA-N- 분자식
- C12H16N6O4
- 평균 분자량
- 308.29 g/mol
- 단동위원소 질량
- 308.12330299
개요
N-ethyl-5'-carboxamidoadenosine is a derivative of adenosine in which the 5'-hydroxymethyl group is replaced by an N-ethylcarboxamido group. It has a role as an antineoplastic agent, a vasodilator agent, an EC 3.1.4.* (phosphoric diester hydrolase) inhibitor, an adenosine A1 receptor agonist and an adenosine A2A receptor agonist. It is a member of adenosines and a monocarboxylic acid amide. It is functionally related to an adenosine.
이름 및 식별자
- 우선 이름
- Neca
- IUPAC
- (2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide
- 영어명
- NECA
- 분자식
- C12H16N6O4
- 분자량
- 308.29
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
35920-39-9、78647-50-4- PubChem CID
- 448222
- DTXSID
DTXSID801017234- ChEMBL
CHEMBL464859- ChEBI
CHEBI:73284- UNII
- 3WC8SJ5ZLJ
- EC Number
- 636-060-5、636-863-0
- Nikkaji
- J260.378K
물성
구조 계산 물성
- XLogP
- -0.7
- 극성 표면적
- 148 Ų
- 수소 결합 공여자 수
- 4
- 수소 결합 수용자 수
- 8
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 22
- 형식 전하
- 0
- 복잡도
- 426
실험 및 물리화학적 성질
물리화학적 성질
- 녹는점
- 229 · 229-231°C
- 밀도
- 1.87 · 1.87±0.1 g/cm3(Predicted)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 45 % · 45%(w/v) aq 2-하이드록시프로필-β-사이클로덱스트린: 0.2mg/mL 용액은 4℃에서 며칠 동안 보관할 수 있습니다.
- 산도 계수 (pKa)
- 12.93 · 12.93±0.70(Predicted)
- 물리적 상태
- 가루
- 색상
- 하얀색
- 수용성
- 45 % · 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.2mg/mL (Solutions may be stored for several days at 4 °C.)DMSO: 14mg/mL (Solutions may be stored for several days at 4 °C.)0.1 M HCl: 3.4mg/mL (Solutions may be stored for several days at 4 °C.)H2O: insolubleethanol: soluble (Solutions may be stored for several days at 4 °C.)
- 안정성
- 흡습성
- InChI
- InChI=1/C12H16N6O4/c1-2-14-11(21)8-6(19)7(20)12(22-8)18-4-17-5-9(13)15-3-16-10(5)18/h3-4,6-8,12,19-20H,2H2,1H3,(H,14,21)(H2,13,15,16)/t6-,7+,8-,12+/s3
- InChIKey
- JADDQZYHOWSFJD-FLNNQWSLSA-N
- SMILES
- N1(C=NC2C(N)=NC=NC1=2)[C@H]1[C@H](O)[C@H](O)[C@@H](C(=O)NCC)O1 |&1:10,11,13,15,r|
화학적 성질
White Solid
안전 및 규제
GHS 분류
GHS Classification
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
유해성 정보
Hazard Classes and Categories
Acute Tox. 2 (100%)
Acute Tox. 2 (100%)
안전 데이터
- wgk
- 3
- rtecs
- VJ2232000
- ridadr
- UN 2811 6.1/PG 2
- HS 번호
- 29349990
- risk_code
- 28
- hazard_code
- T+
- safety_code
- 22-26-36-45
- 포장분류
- I
- 위험 등급
- 6.1(a)
- Hazard Classifications
- Acute Tox. 2 Oral
- 스토리지 클래스
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
화학 및 산업
응용 분야
용도A potent adenosine receptor agonist. Inhibits platelet aggregation and is centrally active in vivo
일반 설명A cell-permeable adenosine analog that acts a potent non-selective agonist of adenosine receptors (Ki = 14 nM, 20 nM, 2.4 μM and 6.2 nM for A1, A2A, A2B, A3, respectively). Increases intracellular cAMP production (EC50 = 3.1 μM in A2B expressing CHO cells). Shown to increase glucagon release in a dose-dependent manner and inhibit insulin release at low concentrations. Although at higher concentration some insulin release is observed. Also, displays a wide range adenosine-dependent effects, such as blocking platelet aggregation and inhibiting DNA synthesis. When administered at reperfusion, it is shown reduce infarction and block the formation of the mitochondrial permeability transition pore by activating p70S6 kinase.
공급사50 곳
추가 설명
정의ChEBI: A derivative of adenosine in which the 5'-hydroxymethyl group is replaced by an N-ethylcarboxamido group.
관련 반응
연결된 노트
불러오는 중…