Neca (HCID 448222)

概要

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.

名称と識別子

優先名称: Neca
IUPAC: (2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide
現地名: 5'-デオキシ-5'-オキソ-5'-(エチルアミノ)アデノシン
英語名: NECA
分子式: C12H16N6O4
分子量: 308.29

名称と別名

NECAN-ethyl-5'-carboxamidoadenosine(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide3WC8SJ5ZLJCHEBI:73284RefChem:109229935920-39-95'-N-Ethylcarboxamidoadenosine5'-Ethylcarboxamido AdenosineAdenosine-5'-(N-ethylcarboxamide)N-Ethylcarboxamidoadenosine[3H]NECA

名称をさらに表示

N-エチル-1-(6-アミノ-9H-プリン-9-イル)-1-デオキシ-β-D-リボフラヌロンアミド5'-オキソ-5'-(エチルアミノ)-5'-デオキシアデノシン5'-デオキシ-5'-(エチルアミノ)-5'-オキソアデノシン5'-(N-エチルカルボキサミド)アデノシン1-(6-アミノ-9H-プリン-9-イル)-1-デオキシ-N-エチル-β-D-リボフラヌロンアミド1-デオキシ-N-エチル-1-(6-アミノ-9H-プリン-9-イル)-β-D-リボフラヌロンアミド5'-N-エチルカルボキサミドアデノシンアデノシン-5'-エチルカルボアミド5'-デオキシ-5'-オキソ-5'-(エチルアミノ)アデノシン5'-(エチルアミノ)-5'-オキソ-5'-デオキシアデノシン5'-デオキシ-5'-エチルアミノ-5'-オキソアデノシン5'-エチルアミノ-5'-デオキシ-5'-オキソアデノシン5'-エチルカルボアミドアデノシン5′-(N-エチルカルボキサミド)アデノシン5′-エチルアミノ-5′-デオキシ-5′-オキソアデノシン(2S,3S,4R,5R)-5-(6-アミノ-9H-プリン-9-イル)-N-エチル-3,4-ジヒドロキシオキソラン-2-カルボキサミド5′-デオキシ-5′-オキソ-5′-(エチルアミノ)アデノシン5′-デオキシ-5′-エチルアミノ-5′-オキソアデノシン5′-デオキシ-5′-(エチルアミノ)-5′-オキソアデノシン5′-エチルカルボアミドアデノシンD-NECA744-96765-21B-744-96NECA USP/EP/BPNECA, adenosine agonist5'-ETHYLCARBOXAMIDOADENOSINE5’-EthylcarboxamidoAdenosineAdenosine-5'-ethylcarboxamide

MFCD000691951-(6-Amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamide(2S,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-N-ethyl-3,4-dihydroxytetrahydrofuran-2-carboxamideMLS000069759CHEMBL464859Adenosine-5-(N-ethylcarboxamide)AC-27392C12H16N6O4

データベース識別子

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

物性

構造計算による物性

XLogP: -0.7
極性表面積: 148 Å²
水素結合供与体数: 4
水素結合受容体数: 8
回転可能結合数: 3
重原子数: 22
形式電荷: 0
複雑度: 426

実験および物理化学的性質

Solubility>46.2 [ug/mL] (The mean of the results at pH 7.4)

物理化学的性質

融点: 229 · 229-231°C
比重(密度): 1.87 · 1.87±0.1 g/cm3(Predicted)
貯蔵温度: 2 · 2-8°C
溶解性: 45 % · 45% (w/v) 2-ヒドロキシプロピル-β-シクロデキストリン水溶液: 0.2 mg/mL、溶液は 4°C で数日間保存できます。
酸解離定数(Pka): 12.93 · 12.93±0.70(Predicted)
外見: 粉
色: 白い
水溶解度: 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.)
安定性: Hygroscopic
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|
CAS データベース: 35920 · 35920-39-9

化学的性質

化学的特性White Solid

安全と法規制

GHS分類

GHS Classification · 6 件

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]

危険有害性情報

Hazard Classes and Categories · 2 件

Acute Tox. 2 (100%)

安全データ

wgk: 3
rtecs: VJ2232000
ridadr: UN 2811 6.1/PG 2
hs_code: 29349990
risk_code: 28
hazard_code: T+
safety_code: 22-26-36-45
hazard_class: 6.1(a)
packing_group: I
Hazard Classifications: Acute Tox. 2 Oral
ストレージクラス: 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials

化学と産業

応用分野 · 2 件

使用A potent adenosine receptor agonist. Inhibits platelet aggregation and is centrally active in vivo

一般的な説明A 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.

サプライヤー50 社

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

苏州道澜生物医药科技有限公司15952404857 · [email protected]

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]

補足説明

定義ChEBI: A derivative of adenosine in which the 5'-hydroxymethyl group is replaced by an N-ethylcarboxamido group.

5'-デオキシ-5'-オキソ-5'-(エチルアミノ)アデノシン

基本情報

概要