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ナラトリプタン塩酸塩

Naratriptan Hydrochloride

HCID 60875
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
143388-64-1
標準SMILES
CNS(=O)(=O)CCc1ccc2[nH]cc(C3CCN(C)CC3)c2c1.Cl
InChIKey
AWEZYKMQFAUBTD-UHFFFAOYSA-N
分子式
C17H26ClN3O2S
平均分子量
371.9 g/mol
単同位体質量
371.1434259

概要

Naratriptan Hydrochloride is the hydrochloride salt form of naratriptan, a sulfonamide with selective serotonin (5-HT) 1 receptor agonistic activity and anti-migraine property. Naratriptan hydrochloride binds selectively and with high affinity to the 5-HT1D and 5-HT1B receptor subtypes. Activation of these 5-HT1D/B receptors located on intracranial blood vessels leads to vasoconstriction and provides relief of migraine headaches. Naratriptan hydrochloride may also exerts its effect by stimulation of 5-HT1D/1B receptors on sensory nerve endings in the trigeminal system thereby decreasing the release of pro-inflammatory neuropeptides.

名称と識別子

優先名称
Naratriptan Hydrochloride
IUPAC
N-methyl-2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonamide;hydrochloride
現地名
ナラトリプタン塩酸塩
英語名
Naratriptan Hydrochloride
分子式
C17H25N3O2S.ClH
分子量
371.93

名称と別名

NARATRIPTAN HYDROCHLORIDE143388-64-1Naratriptan HClGR-85548AGR 85548ADTXSID604906410X8X4P12ZN-Methyl-3-(1-methyl-4-piperidyl)indole-5-ethanesulfonamide monohydrochlorideDTXCID10289901H-Indole-5-ethanesulfonamide, N-methyl-3-(1-methyl-4-piperidinyl)-, monohydrochlorideCHEBI:7479RefChem:57989
名称をさらに表示
ナラトリプタン塩酸塩ナラトリプタン 塩酸塩ナラトリプタン塩酸塩 (JAN)NaramigAmerge.Nariptan HydrochlorideGR-85548A hydrochlorideNaratriptan Nitrate USPNaratryptan hydrochlorideNaratriptan monohydrochlorideNaratriptan HCl (GR-85548A HCl)
1H-Indole-5-ethanesulfonamide, N-methyl-3-(1-methyl-4-piperidinyl)-, hydrochloride (1:1)N-methyl-3-(1-methyl-4-piperidinyl)-1H-indole-5-ethanesulfonamide Monohydrochloride662-728-0AmergeNaratriptan (hydrochloride)MFCD08141821s1488N-Methyl-2-(3-(1-methylpiperidin-4-yl)-1H-indol-5-yl)ethane-1-sulfonamide hydrochloride

物性

構造計算による物性

極性表面積
73.6 Ų
水素結合供与体数
3
水素結合受容体数
4
回転可能結合数
5
重原子数
24
形式電荷
0
複雑度
483

実験および物理化学的性質

Human Drugs · 2 件

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

物理化学的性質

融点
234 · 234-236°C
貯蔵温度
-20 °C · -20°C Freezer
溶解性
2 O: · H2O: ≥10mg/mL
外見
粉
色
ホワイトからオフホワイト
水溶解度
2 O: · H2O: ≥10mg/mL
InChI
1S/C17H25N3O2S.ClH/c1-18-23(21,22)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2)9-6-14;/h3-4,11-12,14,18-19H,5-10H2,1-2H3;1H
InChIKey
AWEZYKMQFAUBTD-UHFFFAOYSA-N
SMILES
Cl.CNS(=O)(=O)CCc1ccc2[nH]cc(C3CCN(C)CC3)c2c1

化学的性質

化学的特性Beige Solid

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

Warning

H319 (95.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 69 reports by companies from 3 notifications to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesEye Irrit. 2 (95.7%)

毒性情報

Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Naratriptan hydrochloride

Ambiguous-DILI-concern

4

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

安全データ

wgk
3
hs_code
2935904000
risk_code
36
hazard_code
Xi
safety_code
26
Hazard Classifications
Eye Irrit. 2
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Drugs used to cause constriction of the blood vessels.

Endogenous compounds and drugs that specifically stimulate SEROTONIN 5-HT1 RECEPTORS. Included under this heading are agonists for one or more of the specific 5-HT1 receptor subtypes.

応用分野 · 2 件

説明Naramig was launched in Germany, Sweden and the UK for use in migraine. It is chemically available via a number of related synthetic routes all having about three steps starting from 5-bromoindole. It is a new serotonin 5-HT1B/1D receptor antagonist with modest affinity for 5-HT1a, and very weak affinity for 5-HT3 receptors. It has little or no affinity for a wide range of non-serotonin receptors including a- and padrenoceptors, dopamine, neurokinin NK1, and opiate receptors. It mediates vasoconstriction in cerebral vasculature (extra cerebral intracranial vessels), reduces neurogenic inflammation, and inhibits responses mediated by the trigeminal nerves. It has a 6- and 3-fold greater affinity for 5-HT1B, and 5-HT1D, receptors, respectively, than sumatriptan which translates to a 2-3 fold increase in potency. The reoccurance of headache was less compared to sumatriptan, zolmitriptan and rizatriptan. Naramig had no clinical effects on blood pressure or heart rate, had a long duration of action with very good tolerability, and has high oral bioavailability.

使用Naratriptan Hydrochloride is a triptan drug and is used for the treatment of migraine headaches

上流・下流製品情報

上流原料

ナラトリプタン3,4-DIHYDRO NARATRIPTAN ('ナラトリプタン不純物B')イソプロピルアルコール塩酸

関連反応

11 件
反応記録を作成
HRID 358597 の反応式
HRID 358597生成物としてuspto-grants-1991_03
HRID 1028422 の反応式
HRID 1028422生成物としてuspto-grants-2014_05
HRID 1028423 の反応式
HRID 1028423生成物としてuspto-grants-2014_05
HRID 1957727 の反応式
HRID 1957727生成物としてuspto-grants-1998_07
HRID 1957728 の反応式
HRID 1957728生成物としてuspto-grants-1998_07
HRID 1957729 の反応式
HRID 1957729生成物としてuspto-grants-1998_07
HRID 1957730 の反応式
HRID 1957730生成物としてuspto-grants-1998_07
HRID 2258135 の反応式
HRID 2258135生成物としてuspto-grants-1997_08
1 / 2 ページ

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

データベース識別子

CAS
143388-64-1
PubChem CID
60875
DTXSID
DTXSID6049064
ChEMBL
CHEMBL1200601
UNII
10X8X4P12Z
EC Number
662-728-0
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