ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
化工社オープンプロジェクト:[email protected]AIアクセス:llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.7.8
  1. ホーム
  2. /化合物

クロルイミプラミン·塩酸塩

Clomipramine Hydrochloride

HCID 68539
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
17321-77-6
標準SMILES
CN(C)CCCN1c2ccccc2CCc2ccc(Cl)cc21.Cl
InChIKey
WIMWMKZEIBHDTH-UHFFFAOYSA-N
分子式
C19H24Cl2N2
平均分子量
351.3 g/mol
単同位体質量
350.1316542

概要

Clomipramine hydrochloride is a hydrochloride resulting from the reaction of equimolar amounts of clomipramine and hydrogen chloride. One of the more sedating tricyclic antidepressants, it is used for the treatment of depression as well as obsessive-compulsive disorder and phobias. It has a role as an anticoronaviral agent, an antidepressant, a serotonergic drug and a serotonergic antagonist. It contains a clomipramine(1+).

名称と識別子

優先名称
Clomipramine Hydrochloride
IUPAC
3-(2-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine;hydrochloride
現地名
クロルイミプラミン·塩酸塩
英語名
Clomipramine hydrochloride
分子式
C19H24Cl2N2
分子量
351.31

名称と別名

Clomipramine hydrochloride17321-77-6Clomipramine HCL3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine hydrochloride3-Chloroimipramine hydrochlorideChloroimipramine monohydrochlorideG 34586CalmeraTranquaxCaniQuellDTXSID3042633Anafranil sr
名称をさらに表示
アナフラニールクロミプラミン·塩酸塩クロミプラミン塩酸塩塩酸クロルイミプラミン3-[(3-クロロ-10,11-ジヒドロ-5H-ジベンゾ[b,f]アゼピン)-5-イル]-N,N-ジメチル-プロパン-1-アミン·塩酸塩塩酸クロミプラミン3-クロロ-5-(3-ジメチルアミノプロピル)-10,11-ジヒドロ-5H-ジベンゾ[b,f]アゼピン·塩酸塩アナフラニルクロルイミプラミン塩酸塩クロルイミプラミン·塩酸塩クロミプラミン 塩酸塩クロミプラミン塩酸塩 (JP17)クロルイミプラミン・塩酸塩3-クロロ-5-(3-ジメチルアミノプロピル)-10,11-ジヒドロ-5H-ジベンゾ[b,f]アゼピン・塩酸塩3-[(3-クロロ-10,11-ジヒドロ-5H-ジベンゾ[b,f]アゼピン)-5-イル]-N,N-ジメチル-プロパン-1-アミン・塩酸塩クロミプラミン・塩酸塩ANAFRANILClomicalmanaphranil

物性

構造計算による物性

極性表面積
6.5 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
4
重原子数
23
形式電荷
0
複雑度
346

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

Animal Drugs · 2 件

EMA approved medicines: Veterinary medicine

FDA approved animal drugs -> Active ingredient

Collision Cross Section173.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
189 · 189-190°C
闪点
9 ℃ · 9℃
貯蔵温度
2 · 2-8°C
溶解性
2 O: · H2O: 25 mg/mL
外見
粉
色
ホワイトからオフホワイト
PH
3.5 · 3.5~5.0(100g/l,25℃)
BCS Class
3 · 3/1
主な用途
医薬品(低分子化合物)
InChI
InChI=1S/C19H23ClN2.ClH/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22;/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3;1H
InChIKey
WIMWMKZEIBHDTH-UHFFFAOYSA-N
SMILES
N1(CCCN(C)C)C2C=CC=CC=2CCC2C=CC(Cl)=CC1=2.Cl

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

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 61 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 3 件

Hazard Traits - Bioaccumulation; Environmental Persistence

REACH registered substance: Clomipramine hydrochloride (EC: 241-344-3)

Clomipramine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 5H-Dibenz[b,f]azepine-5-propanamine, 3-chloro-10,11-dihydro-N,N-dimethyl-, monohydrochloride: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)

毒性情報

Treatment · 1 件

Obtain an ECG and immediately initiate cardiac monitoring. Protect the patient's airway, establish an intravenous line, and initiate gastric decontamination. A minimum of 6 hours of observation with cardiac monitoring and observation for signs of CNS or respiratory depression, hypotension, cardiac dysrhythmias and/or conduction blocks, and seizures is necessary. If signs of toxicity occur at any time during this period, extended monitoring is required. (L1712)

Exposure Routes · 1 件

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Extensively metabolized in the liver. The main active metabolite is desmethylclomipramine, which is formed by <i>N</i>-demethylation of clomipramine via CYP2C19, 3A4 and 1A2. Other metabolites and their glucuronide conjugates are also produced. Other metabolites of clomipramine include 8-hydroxyclomipramine formed via 8-hydroxylation, 2-hydroxyclomipramine formed via 2-hydroxylation, and clomipramine <i>N</i>-oxide formed by <i>N</i>-oxidation. Desmethylclomipramine is further metabolized to 8-hydroxydesmethylclomipramine and didesmethylclomipramine, which are formed by 8-hydroxylation and <i>N</i>-demethylation, respectively. 8-Hydroxyclomipramine and 8-hydroxydesmethylclomipramine are pharmacologically active; however, their clinical contribution remains unknown. Route of Elimination: Urine (51-60%) and feces via biliary elimination (24-32%) Half Life: Following oral administration of a single 150 mg dose of clomipramine, the average elimination half-life of clomipramine was 32 hours (range: 19-37 hours) and of desmethylclomipramine was 69 hours (range: 54-77 hours). Elimination half-life may vary substantially with different doses due to saturable kinetics (i.e. metabolism).

FDA Pharmacological Classification · 4 件

CLOMIPRAMINE HYDROCHLORIDE

Tricyclic Antidepressant [EPC]

CLOMIPRAMINE HYDROCHLORIDE CAPSULES

Tricyclic Antidepressant [EPC]

MeSH Pharmacological Classification · 2 件

Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However, the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system.

Compounds that specifically inhibit the reuptake of serotonin in the brain.

用途と製造

Uses · 1 件

May be used to treat obsessive-compulsive disorder and disorders with an obsessive-compulsive component (e.g. depression, schizophrenia, Tourette's disorder). Unlabeled indications include: depression, panic disorder, chronic pain (e.g. central pain, idiopathic pain disorder, tension headache, diabetic peripheral neuropathy, neuropathic pain), cataplexy and associated narcolepsy (limited evidence), autistic disorder (limited evidence), trichotillomania (limited evidence), onchophagia (limited evidence), stuttering (limited evidence), premature ejaculation, and premenstrual syndrome.

関連反応

0 件
反応記録を作成

現在のフィルター条件では反応記録がありません。

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
Chlomipramine
Clomipramine hydroch
Chloroimipram-ine HCl
ANAFRANIL HYDROCHLORIDE
Clomipraminhydrochlorid
Clomipramine-13C-d3 HCl
2LXW0L6GWJClomicalm TabletsNSC-759323G-34586Hydrochloride, Clomipramine3-Chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine monohydrochloride5H-Dibenz(b,f)azepine-5-propanamine, 3-chloro-10,11-dihydro-N,N-dimethyl-, monohydrochlorideCHEBI:3755

データベース識別子

CAS
17321-77-6
PubChem CID
68539
DTXSID
DTXSID3042633
ChEMBL
CHEMBL1200710
ChEBI
CHEBI:3755
UNII
2LXW0L6GWJ
EC Number
241-344-3
CAS データベース
17321 · 17321-77-6(CAS DataBase Reference)

化学的性質

化学的特性Off-White Solid

Well absorbed from the GI tract following oral administration. Bioavailability is approximately 50% orally due to extensive first-pass metabolism. Bioavailability is not affected by food. Peak plasma concentrations occurred 2-6 hours following oral administration of a single 50 mg dose. The peak plasma concentration ranged from 56 ng/mL to 154 mg/mL (mean, 92 ng/mL). There are large interindividual variations in plasma concentrations occur, partly due to genetic differences in clomipramine metabolism. On average, steady state plasma concentrations are achieved in 1-2 weeks following multiple dose oral administration. Smoking appears to lower the steady-state plasma concentration of clomipramine, but not its active metabolite desmethylclomipramine.

Toxicity Summary · 1 件

Clomipramine is a strong, but not completely selective serotonin reuptake inhibitor (SRI), as the active main metabolite desmethyclomipramine acts preferably as an inhibitor of noradrenaline reuptake. &alpha;<sub>1</sub>-receptor blockage and &beta;-down-regulation have been noted and most likely play a role in the short term effects of clomipramine. A blockade of sodium-channels and NDMA-receptors might, as with other tricyclics, account for its effect in chronic pain, in particular the neuropathic type.

Signs and Symptoms · 1 件

Signs and symptoms vary in severity depending upon factors such as the amount of drug absorbed, the age of the patient, and the time elapsed since drug ingestion. Critical manifestations of overdose include cardiac dysrhythmias, severe hypotension, convulsions, and CNS depression including coma. Changes in the electrocardiogram, particularly in QRS axis or width, are clinically significant indicators of tricyclic toxicity. In U.S. clinical trials, 2 deaths occurred in 12 reported cases of acute overdosage with Anafranil either alone or in combination with other drugs. One death involved a patient suspected of ingesting a dose of 7000 mg. The second death involved a patient suspected of ingesting a dose of 5750 mg.

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)

Clomipramine hydrochloride

vMost-DILI-concern

8

Warnings & precautions

DOI:10.1016/j.drudis.2016.02.015

安全データ

wgk
3
rtecs
HN9055000
ridadr
3249
hs_code
2933996100
risk_code
20/21/22-39/23/24/25-23/24/25-11-36/37/38
hazard_code
Xn,T,F
safety_code
36-45-36/37-16-7-62-38-36/37/39-28-26-24/25-22-20/21-13
hazard_class
6.1(b)
packing_group
III
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1STOT SE 1STOT SE 3
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
応用分野 · 5 件

用途三環系抗うつ作用化合物です。 クロミプラミンはイミプラミンのクロール誘 導体です。イミプラミンなどの他の三環系抗 うつ作用物質と比べ、ノルアドレナリン取り 込み阻害作用と比較してセロトニン取り込み 阻害作用を強く示します。

用途三環系抗うつ作用化合物です。 クロミプラミンはイミプラミンのクロール誘 導体です。イミプラミンなどの他の三環系抗 うつ作用物質と比べ、ノルアドレナリン取り 込み阻害作用と比較してセロトニン取り込み 阻害作用を強く示します。

説明Clomipramine is a tricyclic antidepressant, the 3-chlorinated derivative of imipramine . Like imipramine, clomipramine potently inhibits serotonin and norepinephrine reuptake (Kis = 7.4 and 96 nM, respectively). It also is an antagonist at histamine, muscarinic acetylcholine, α1-adrenergic, and dopamine receptors (Kds = 31, 37, 38, and 190 nM for H1, M1, α1, and D2, respectively).

使用Serotonin reuptake inhibitor. Antidepressant; antiobsessional agent

一般的な説明Clomipramine (Anafranil) is up to 50 times as potentas imipramine in some bioassays. This does not implyclinical superiority, but it might be informative about tricyclicand, possibly, other reuptake inhibitors. The chloro replacingthe H-substituent could increase potency by increasingdistribution to the CNS, but it is unlikely that this wouldgive the potency magnitude seen. It might be conjecturedthat an H-bond between the protonated amino group (as invivo) and the unshared electrons of the chloro substituent might stabilize a β-arylamine–like shape and give moreefficient competition for the transporter. The drug is anantidepressant. It is used in obsessive–compulsive disorder,an anxiety disorder that may have an element of depression.

上流・下流製品情報

上流原料

ジメチルスルホキシド3-クロロ-10,11-ジヒドロ-5H-ジベンゾ[b,f]アゼピンナトリウムアミド

サプライヤー100 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
上海策嵘生物科技有限公司[email protected]
济南百隆化学有限公司[email protected] · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
重庆康洲智通医药科技有限公司173-08362167 17308362167 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
深圳市简一生物科技有限公司0755-84826604 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
太原市瑞和丰科贸有限公司+86 351 7031519 · [email protected]
广州市亿邦医药科技有限公司+86 (20) 28996708,29078958,28139708,29076128,28133708,28139728,28139738,28133718,021-31663278,021-31663578,021-60538387
江苏恩华药业股份有限公司[email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
上海相辉医药科技有限公司13761987713 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
上海瀚香生物科技有限公司177-54423994 17754423994 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
北京科富瑞德科技发展有限责任公司+86-010-60279497 +86-15646567669 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海明褀化学有限公司86-21-60936353
上海思域化工科技有限公司86-21-34053660 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
苏州亚科科技股份有限公司0512-87182055 13451648594 · [email protected]
南京世洲生物科技有限公司13675144456 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
广州市慈铭生物科技有限公司020-38082199,29065168,38082986,29878298,29866629,4000192398
上海孚一生物科技有限公司+86 (21) 61124340
凯试(上海)科技有限公司021-50135380 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
珠海安哲生物科技有限公司13169972583 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海波以尔化工有限公司021-50182298 021-50180596 · [email protected]
西安美川生物科技有限公司029-89275612 +8618991951683 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
補足説明 · 1 件

定義ChEBI: A hydrochloride resulting from the reaction of equimolar amounts of clomipramine and hydrogen chloride. One of the more sedating tricyclic antidepressants, it is used for the treatment of depression as well as obsessive-compulsive disorder and phobias.