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セチリジン二塩酸塩

Cetirizine Hydrochloride

HCID 55182
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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
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基本情報

CAS
83881-52-1
標準SMILES
Cl.Cl.O=C(O)COCCN1CCN(C(c2ccccc2)c2ccc(Cl)cc2)CC1
InChIKey
PGLIUCLTXOYQMV-UHFFFAOYSA-N
分子式
C21H27Cl3N2O3
平均分子量
461.8 g/mol
単同位体質量
460.108726

概要

Cetirizine hydrochloride is a diarylmethane.

名称と識別子

優先名称
Cetirizine Hydrochloride
IUPAC
2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]acetic acid;dihydrochloride
現地名
セチリジン二塩酸塩
英語名
Cetirizine dihydrochloride
分子式
C21H26Cl2N2O3
分子量
425.35

名称と別名

Cetirizine dihydrochloride83881-52-1CETIRIZINE HYDROCHLORIDE2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetic acid dihydrochlorideCetrineCetirizine HClFormistinAlleroffZerviateAllergy reliefZyrtec AllergyZyrtec Hives Relief
名称をさらに表示
セチリジン二塩酸塩セチリジン 二塩酸塩セチリジン塩酸塩CETIRIZINE 二塩酸塩セチリジン塩酸塩 (JP17)TrizCETIRIZINE 2HCLCETIRIZINE DI HCLZYRTECCertirizineCetirizine HydrochorideCETIRIZIN DIHYDROCHLORIDE
P 071P-071Topcare all day allergyChildren's Zyrtec AllergyCetirizine Hydrochloride HivesQUZYTTIR64O047KTOAChildren's Zyrtec Hives Relief

データベース識別子

CAS
83881-52-1
PubChem CID
55182
DTXSID
DTXSID2044268
ChEMBL
CHEMBL1607273
ChEBI
CHEBI:3562
UNII
64O047KTOA
EC Number
620-533-8

物性

構造計算による物性

極性表面積
53 Ų
水素結合供与体数
3
水素結合受容体数
5
回転可能結合数
8
重原子数
29
形式電荷
0
複雑度
443

実験および物理化学的性質

Human Drugs · 3 件

Breast Feeding; Lactation; Milk, Human; Antihistamines

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Collision Cross Section198.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
110 · 110-115°C
貯蔵温度
2 · 2-8°C
溶解性
2 O: · H2O: 可溶5mg/mL、透明
外見
粉
色
白からベージュ
水溶解度
水、DMSO、エタノール、メタノールに可溶。
Merck
14 · 14,2022
BCS Class
1 · 1,3
安定性
吸湿性
InChI
InChI=1S/C21H25ClN2O3.ClH/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26;/h1-9,21H,10-16H2,(H,25,26);1H
InChIKey
PGLIUCLTXOYQMV-UHFFFAOYSA-N
SMILES
O=C(COCCN1CCN(C(C2=CC=CC=C2)C2=CC=C(Cl)C=C2)CC1)O.[H]Cl
CAS データベース
83881 · 83881-52-1(CAS DataBase Reference)
EPAの化学物質情報
2 · Acetic acid, 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-, hydrochloride (1:2) (83881-52-1)
化学的性質 · 1 件

化学的特性Cetirizine Hydrochloride occurs as a white crystalline powder or crystalline solid. It is very soluble in water, and slightly soluble in ethanol (99.5). It dissolves in 0.1 mol/L hydrochloric acid TS. A solution of Cetirizine Hydrochloride (1 in 10) shows no optical rotation.

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

Danger

H302 (99.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P270, P272, P280, P301+P317, P302+P352, P318, P321, P330, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 161 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (99.4%)

毒性情報

TreatmentShould overdose occur, treatment should be symptomatic or supportive, taking into account any concomitantly ingested medications. There is no known specific antidote to Cetirizine. (L1712)
Health Effects · 1 件

Overdosage has been reported with ZYRTEC (cetirizine) . In one adult patient who took 150 mg of ZYRTEC (cetirizine) , the patient was somnolent but did not display any other clinical signs or abnormal blood chemistry or hematology results. In an 18 month old pediatric patient who took an overdose of ZYRTEC (cetirizine) (approximately 180 mg), restlessness and irritability were observed initially; this was followed by drowsiness. (L1712)

Exposure RoutesOral; mean peak plasma concentration (Cmax) of 114 ng/mL at a time (Tmax) of 2.2 hours postdose was observed for cetirizine.
Toxicity Summary · 1 件

Cetirizine competes with histamine for binding at H<sub>1</sub>-receptor sites on the effector cell surface, resulting in suppression of histaminic edema, flare, and pruritus. The low incidence of sedation can be attributed to reduced penetration of cetirizine into the CNS as a result of the less lipophilic carboxyl group on the ethylamine side chain.

Signs and SymptomsSomnolence (sleepiness or unusual drowsiness), restlessness, irritability.
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)

Cetirizine hydrochloride

vLess-DILI-concern

3

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

安全データ

wgk
3
rtecs
AG0977500
ridadr
3249
hs_code
2933599090
risk_code
22-36/37/38
hazard_code
Xn,Xi
safety_code
26-36
hazard_class
6.1(b)
packing_group
III
Hazard Classifications
Acute Tox. 4 Oral
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

Metabolism/MetabolitesHalf Life: 8.3 hours
FDA Pharmacological Classification · 6 件

ALLERGY RELIEF

Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]; Allergens [CS]; Cell-mediated Immunity [PE]; Increased Histamine Release [PE]

CETIRIZINE HCL

Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]

CETIRIZINE HCL 10 MG

Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]

MeSH Pharmacological Classification · 2 件

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)

A class of non-sedating drugs that bind to but do not activate histamine receptors (DRUG INVERSE AGONISM), thereby blocking the actions of histamine or histamine agonists. These antihistamines represent a heterogenous group of compounds with differing chemical structures, adverse effects, distribution, and metabolism. Compared to the early (first generation) antihistamines, these non-sedating antihistamines have greater receptor specificity, lower penetration of BLOOD-BRAIN BARRIER, and are less likely to cause drowsiness or psychomotor impairment.

用途と製造

UsesFor the relief of symptoms associated with seasonal allergic rhinitis, perennial allergic rhinitis and the treatment of the uncomplicated skin manifestations of chronic idiopathic urticaria
応用分野 · 3 件

説明Cetirizine hydrochloride is a once-daily, non-sedating antihistamine useful in the treatment of allergic rhinitis, urticaria and conjunctivitis. It is reported to be more effective than most other agents in this category such as terfenadine and astemizole.

使用Cetirizine hydrochloride is a nonsedating type histamine H1-receptor antagonist. A major metabolite of Hydroxyzine. Pharmacological activity resides primarily in the (R)-isomer. It is Cetirizine is an antihistamine medicine that is effective in the treatment of allergic rhinitis, chronic urticaria, and pollen-induced asthma. Unlike many traditional antihistamines, it does not cause drowsiness or anticholinergic side effects.

一般的な説明Cetirizine hydrochloride, a second generation antihistaminic drug, is one of the carboxylated metabolites of hydroxyzine that can typically bind to histamine H1 receptor. It is effective against diseases such as urticaria, angioedema, allergies and hay fever.

上流・下流製品情報

上流原料

4-[(4-Chlorophenyl)phenylmethyl]-1-piperazineethanol dihydrochlorideカリウム tert-ブトキシドセチリジンAcetaldehyde, 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-クロロ酢酸ナトリウムアセトン塩酸水和物

下流製品

1-Piperazineacetaldehydeセチリジン

関連反応

13 件
反応記録を作成
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HRID 390033反応物としてuspto-grants-2013_02
HRID 390034 の反応式
HRID 390034反応物としてuspto-grants-2013_02
HRID 390035 の反応式
HRID 390035反応物としてuspto-grants-2013_02
HRID 1072259 の反応式
HRID 1072259生成物としてuspto-grants-2005_06
HRID 1072260 の反応式
HRID 1072260生成物としてuspto-grants-2005_06
HRID 1072261 の反応式
HRID 1072261生成物としてuspto-grants-2005_06
HRID 1072262 の反応式
HRID 1072262生成物としてuspto-grants-2005_06
HRID 1072263 の反応式
HRID 1072263生成物としてuspto-grants-2005_06
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