基本情報
- CAS
3505-38-2- 標準SMILES
CN(C)CCOC(c1ccc(Cl)cc1)c1ccccn1.O=C(O)/C=C\C(=O)O- InChIKey
GVNWHCVWDRNXAZ-BTJKTKAUSA-N- 分子式
- C20H23ClN2O5
- 平均分子量
- 406.9 g/mol
- 単同位体質量
- 406.1295495
概要
Carbinoxamine maleate is the maleic acid salt of carbinoxamine. An ethanolamine-type antihistamine, used for treating hay fever, as well as mild cases of Parkinson's disease. It has a role as a H1-receptor antagonist, an antiparkinson drug, a muscarinic antagonist and an anti-allergic agent. It contains a carbinoxamine.
名称と識別子
- 優先名称
- Carbinoxamine Maleate
- IUPAC
- (Z)-but-2-enedioic acid;2-[(4-chlorophenyl)-pyridin-2-ylmethoxy]-N,N-dimethylethanamine
- 現地名
- マレイン酸カルビノキサミン
- 英語名
- Carbinoxamine maleate salt
- 分子式
- C20H23ClN2O5
- 分子量
- 406.86
名称と別名
CARBINOXAMINE MALEATE3505-38-2p-Carbinoxamine maleateParacarbinoxamine maleateKarbinal ERNSC-62362DTXSID0047828NSC6236202O55696WH2-(p-Chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)pyridine maleateDTXCID5027805CHEBI:31353
名称をさらに表示
2-[(4-クロロフェニル)-2-ピリジニルメトキシ]-N,N-ジメチルエタンアミン·(Z)-2-ブテン二酸マレイン酸カルビノキサミンマレイン酸カルビノオキサミンカルビノキサミンマレイン酸塩マレイン酸カルビノキサミン (JAN)clistinciberonlergefinhislosineAllergefonMaleate clistinmaleateclistinemaleateallergefonmaleate
2-(p-Chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)pyridine bimaleateEthanamine, 2-((4-chlorophenyl)-2-pyridinylmethoxy)-N,N-dimethyl-, (Z)-2-butenedioate (1:1)Ethanamine, 2-((4-chlorophenyl)-2-pyridinylmethoxy)-N,N-dimethyl-,(2Z)-2-butenedioate(1:1)Ethanamine, 2-[(4-chlorophenyl)-2-pyridinylmethoxy]-N,N-dimethyl-, (Z)-2-butenedioate (1:1)DavenolKarbinalRyVentRefChem:54715
物性
構造計算による物性
- 極性表面積
- 100 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 7
- 回転可能結合数
- 8
- 重原子数
- 28
- 形式電荷
- 0
- 複雑度
- 386
実験および物理化学的性質
Human Drugs
Breast Feeding; Lactation; Milk, Human; Antihistamines
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section167.4 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 116 · 116-1180C
- 貯蔵温度
- Keep in dark place,Sealed in dry,Room Temperature
- 水溶解度
- Completely soluble in water
- 溶解性
- Chloroform: Slightly Soluble; Methanol: Slightly Soluble
- 外見
- Solid
- 色
- White to Almost white
- Merck
- 14 · 14,1799
- 主な用途
- 医薬品低分子化合物
- InChI
- 1S/C16H19ClN2O.C4H4O4/c1-19(2)11-12-20-16(15-5-3-4-10-18-15)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-10,16H,11-12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
- InChIKey
- GVNWHCVWDRNXAZ-BTJKTKAUSA-N
- SMILES
- OC(=O)\C=C/C(O)=O.CN(C)CCOC(c1ccc(Cl)cc1)c2ccccn2
- CAS データベース
- 3505 · 3505-38-2(CAS DataBase Reference)
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
Danger
H301 (97.6%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 85 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Other Safety InformationIMAP assessments - Ethanamine, 2-[(4-chlorophenyl)-2-pyridinylmethoxy]-N,N-dimethyl-, (Z)-2-butenedioate (1:1): Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (97.6%)
毒性情報
Toxicity Summary
Carbinoxamine competes with free histamine for binding at HA-receptor sites. This antagonizes the effects of histamine on HA-receptors, leading to a reduction of the negative symptoms brought on by histamine HA-receptor binding. Carbinoxamine's anticholinergic action appears to be due to a central antimuscarinic effect, which also may be responsible for its antiemetic effects, although the exact mechanism is unknown.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Carbinoxamine maleate
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
化学と産業
薬理情報
Metabolism/MetabolitesHalf Life: 10 to 20 hours
FDA Pharmacological Classification
CARBINOXAMINE MALEATE
Histamine H1 Receptor Antagonists [MoA]; Histamine-1 Receptor Antagonist [EPC]
MeSH Pharmacological Classification
Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.
用途と製造
Uses
For symptomatic relief of seasonal and perennial allergic rhinitis and vasomotor rhinitis, as well as allergic conjunctivitis caused by foods and inhaled allergens. Also for the relief of allergic reactions to blood or plasma, and the symptomatic management of mild, uncomplicated allergic skin manifestations of urticaria and angioedema.
General Manufacturing InformationEthanamine, 2-[(4-chlorophenyl)-2-pyridinylmethoxy]-N,N-dimethyl-, (2Z)-2-butenedioate (1:1): ACTIVE
応用分野
説明Carbinoxamine is a competitive histamine H1 receptor antagonist (Ki = 2.3 nM) and first generation antihistamine. It also competes with [3H]diltiazem, an L-type calcium channel blocker, for binding to the benzothiazepine site on rat cardiomyocytes (Ki = 1.08 nM). Carbinoxamine decreases negative inotropic activity in isolated guinea pig left atria by 76% (EC50 = 250 nM) and negative chronotropic activity in guinea pig spontaneously beating isolated right atria (EC50s = 250 and 480 nM, respectively) by 48% compared with control. Formulations containing carbinoxamine have been used in the treatment of allergic rhinitis.
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