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シプロヘプタジン塩酸塩1.5水和物

Cyproheptadine Hydrochloride

HCID 13770
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
41354-29-4
標準SMILES
CN1CCC(=C2c3ccccc3C=Cc3ccccc32)CC1.Cl
InChIKey
ZPMVNZLARAEGHB-UHFFFAOYSA-N
分子式
C21H22ClN
平均分子量
323.9 g/mol
単同位体質量
323.1440774

概要

Cyproheptadine hydrochloride (anhydrous) is the hydrochloride salt of cyproheptadine. Note that the drug named cyproheptadine hydrochloride generally refers to cyproheptadine hydrochloride sesquihydrate. It contains a cyproheptadine.

名称と識別子

優先名称
Cyproheptadine Hydrochloride
IUPAC
1-methyl-4-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)piperidine;hydrochloride
現地名
シプロヘプタジン塩酸塩1.5水和物
英語名
Cyproheptadine hydrochloride sesquihydrate
分子式
C21H24ClNO
分子量
341.88

名称と別名

cyproheptadine hydrochloride969-33-5Cyproheptadine HclPeritolCyproheptadine hydrochloride anhydrousPeriactineNSC-169911Cyproheptadine Hydrochloride (anhydrous)0S9323MCT0NSC-759282DTXSID5042586CHEBI:59695
名称をさらに表示
シプロヘプタジン塩酸塩1.5水和物4-(5H-ジベンゾ[a,d]シクロヘプテン-5-イリデン)-1-メチルピペリジン塩酸塩1.5水和物シプロヘプタジン, 塩酸塩, 結晶シプロヘプタジン 塩酸塩シプロヘプタジン 塩酸塩 セスキ水和物シプロヘプタジン塩酸塩水和物シプロヘプタジン塩酸塩水和物 (JP17)塩酸シプロヘプタジンセスキヒドラートイフラサールサイプロミン塩酸シプロヘプタジン・1.5水和物CYPROHEPTADINE HYDROCHLORIDE HYDRATECYPROHEPTADINE HCI4-(5H-Dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine Hydrochloride SesquihydrateORIDE SESQUIHYDRATECYPROHEPTADINE HYDROCHLCyproheptadineHclUspGradeCyproptadine HydrochlorideCyproheptadine HCl hydrate

物性

構造計算による物性

極性表面積
3.2 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
0
重原子数
23
形式電荷
0
複雑度
423

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

Collision Cross Section171.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
165 °C · 165 °C (dec.)(lit.)
貯蔵温度
Inert atmosphere,Room Temperature
溶解性
エタノール:可溶
外見
個体
色
白色~やや黄色
Merck
14 · 14,2773
InChI
InChI=1S/C21H21N.ClH.H2O/c1-22-14-12-18(13-15-22)21-19-8-4-2-6-16(19)10-11-17-7-3-5-9-20(17)21;;/h2-11H,12-15H2,1H3;1H;1H2
InChIKey
PFQPCBUPUOPHGM-UHFFFAOYSA-N
SMILES
CN1CCC(=C2C3C=CC=CC=3C=CC3=CC=CC=C23)CC1.Cl.O
CAS データベース
41354 · 41354-29-4(CAS DataBase Reference)

化学的性質

化学的特性White or slightly yellow, crystalline powder.

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 · 5 件

This chemical does not meet GHS hazard criteria for 1% (1 of 100) of reports.

Danger

H301 (46%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, 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 100 reports by companies from 8 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 - Piperidine, 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-, hydrochloride: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (46%)

毒性情報

Treatment · 1 件

If vomiting has not occurred spontaneously the patient should be induced to vomit with syrup of ipecac. If the patient is unable to vomit, perform gastric lavage followed by activated charcoal. Isotonic or 1/2 isotonic saline is the lavage of choice. Precautions against aspiration must be taken especially in infants and children. When life threatening CNS signs and symptoms are present, intravenous physostigmine salicylate may be considered. Dosage and frequency of administration are dependent on age, clinical response, and recurrence after response. (See package circulars for physostigmine products.) Saline cathartics, as milk of magnesia, by osmosis draw water into the bowel and, therefore, are valuable for their action in rapid dilution of bowel content. Stimulants should not be used. Vasopressors may be used to treat hypotension. (L1712)

Exposure RoutesWell absorbed after oral administration.

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Hepatic (cytochrome P-450 system) and some renal. Route of Elimination: After a single 4 mg oral dose of14C-labelled cyproheptadine HCl in normal subjects, given as tablets 2% to 20% of the radioactivity was excreted in the stools. At least 40% of the administered radioactivity was excreted in the urine.

MeSH Pharmacological Classification · 5 件

Agents, usually topical, that relieve itching (pruritus).

Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion.

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.

Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS.

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475)

用途と製造

Uses · 1 件

Used as an antihistaminic/anticholinergic and antiserotonergic agent. For treatment of perennial and seasonal allergic rhinitis, vasomotor rhinitis, allergic conjunctivitis due to inhalant allergens and foods, mild uncomplicated allergic skin manifestations of urticaria and angioedema, amelioration of allergic reactions to blood or plasma, cold urticaria, dermatographism, and as therapy for anaphylactic reactions adjunctive to epinephrine.

応用分野 · 2 件

関連反応

0 件
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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
Hydrochloride sesquihydrate
Cyproheptadine hydroclorideNSC169911CHEBI:650917RefChem:57574DTXCID3022586213-535-1NJ82J0F8QCPeriactin hydrochloride

データベース識別子

CAS
41354-29-4、969-33-5
PubChem CID
13770
DTXSID
DTXSID5042586
ChEMBL
CHEMBL1716
ChEBI
CHEBI:59695
UNII
0S9323MCT0
EC Number
213-535-1
Toxicity Summary · 1 件

Cyproheptadine 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. Cyproheptadine also competes with serotonin at receptor sites in smooth muscle in the intestines and other locations. Antagonism of serotonin on the appetite center of the hypothalamus may account for Cyproheptadine's ability to stimulate appetite.

Signs and SymptomsDrowsiness, epigastric distress (dysphagia), nausea, vomiting, (it is noted that these side effects are much more common in people with neuromuscular disorders). [Wikipedia]
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Cyproheptadine hydrochloride

vLess-DILI-concern

7

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

安全データ

wgk
3
rtecs
TM7050000
ridadr
UN 2811 6.1/PG 3
毒性
LD50 orally in mice: 74.2 mg/kg (Loux)
hs_code
29333990
risk_code
22-36/37/38
hazard_code
Xn
safety_code
26-36
hazard_class
6.1
packing_group
III
Hazard Classifications
Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

使用Cyproheptadine hydrochloride sesquihydrate has been used in:testing anti-inflammatory activity in serotonin receptor (5-HT) induced inflammationthe inhibition of 5-HT in in vivo and in vitro bioassays in crabsthe inhibition of 5-HT in embryo physiological experimentsinhibition of calcitonin gene related peptide (CGRP)

一般的な説明Cyproheptadine hydrochloride sesquihydrate is an antihistamine and is an antagonist of serotonin and histamine. It induced preventive effect against the development of pergolide-induced valvulopathy in a rat model.

上流・下流製品情報

上流原料

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補足説明 · 1 件

定義ChEBI: The sesquihydrate of cyproheptadine hydrochloride. Note that the drug named cyproheptadine hydrochloride generally refers to cyproheptadine hydrochloride sesquihydrate. A sedating antihistamine with antimuscarinic and calcium-channel blocking actions, it i used for the relief of allergic conditions including rhinitis, conjunctivitis due to inhalant allergens and foods, urticaria and angioedema, and in pruritic skin disorders. Unlike other antihistamines, it is also a seratonin receptor antagonist, making it useful in conditions such as vascular headache and anorexia.