结构:CC(C)(C(=O)O)c1ccc(C(O)CCCN2CCC(C(O)(c3ccccc3)c3ccccc3)CC2)cc1.Cl
HCID63002

Fexofenadine Hydrochloride

2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butyl]phenyl]-2-methylpropanoic acid;hydrochloride

C32H40ClNO4538.1 g/molCAS 153439-40-8

IDENTITY

结构与身份

标准 SMILES
CC(C)(C(=O)O)c1ccc(C(O)CCCN2CCC(C(O)(c3ccccc3)c3ccccc3)CC2)cc1.Cl
InChIKey
RRJFVPUCXDGFJB-UHFFFAOYSA-N
分子式
C32H40ClNO4
平均分子量
538.1 g/mol
单同位素质量
537.2645865

COMPUTED

结构计算性质

已同步
极性表面积
81 Ų
氢键供体
4
氢键受体
5
可旋转键
10
重原子
38
形式电荷
0
复杂度
678

PROPERTIES

实验与物化性质

来源:PubChem
Solubility

71.8 [ug/mL] (The mean of the results at pH 7.4)

GHS

GHS 分类

来源:PubChem
GHS Classification

This chemical does not meet GHS hazard criteria for 14.3% (1 of 7) of reports.

Danger

H302 (28.6%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (14.3%): Harmful in contact with skin [Warning Acute toxicity, dermal];H315 (28.6%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (42.9%): May cause an allergic skin reaction [Warning Sensitization, Skin];H319 (28.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (14.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H360 (42.9%): May damage fertility or the unborn child [Danger Reproductive toxicity];H361d (14.3%): Suspected of damaging the unborn child [Warning Reproductive toxicity]

P203, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 7 reports by companies.;There are 5 notifications provided by 6 of 7 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

HAZARDS

危害信息

来源:PubChem
Hazard Classes and Categories

Acute Tox. 4 (28.6%);Acute Tox. 2 (14.3%);Skin Irrit. 2 (28.6%);Skin Sens. 1 (42.9%);Eye Irrit. 2A (28.6%);STOT SE 3 (14.3%);Repr. 1B (42.9%);Repr. 2 (14.3%)

TOXICITY

毒理信息

来源:PubChem
Treatment

In the event of overdose, consider standard measures to remove any unabsorbed drug. Symptomatic and supportive treatment is recommended. (L1712)

Exposure Routes

Oral. 33%

Toxicity Summary

Like other H1-blockers, Fexofenadine competes with free histamine for binding at H1-receptors in the GI tract, large blood vessels, and bronchial smooth muscle. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms (eg. nasal congestion, watery eyes) brought on by histamine. Fexofenadine exhibits no anticholinergic, antidopaminergic, alpha1-adrenergic or beta-adrenergic-receptor blocking effects.

Signs and Symptoms

Side effects include dizziness, drowsiness, and dry mouth.

Carcinogen Classification

No indication of carcinogenicity to humans (not listed by IARC).

Drug Induced Liver Injury

Drug Induced Liver Injury Rank (DILIrank 2.0)

Fexofenadine hydrochloride

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation

◉ Summary of Use during Lactation;Because of its lack of sedation and low milk levels, maternal use of fexofenadine would not be expected to cause any adverse effects in breastfed infants. Fexofenadine might have a negative effect on lactation, especially in combination with a sympathomimetic agent such as pseudoephedrine.;◉ Effects in Breastfed Infants;In one telephone follow-up study of 25 infants exposed to the fexofenadine's parent drug terfenadine, 3 mothers reported irritability in their infants. None of the reactions required medical attention.;◉ Effects on Lactation and Breastmilk;Antihistamines in relatively high doses given by injection can decrease basal serum prolactin in nonlactating women and in early postpartum women. However, suckling-induced prolactin secretion is not affected by antihistamine pretreatment of postpartum mothers. Whether lower oral doses of antihistamines have the same effect on serum prolactin or whether the effects on prolactin have any consequences on breastfeeding success have not been studied. The prolactin level in a mother with established lactation may not affect her ability to breastfeed.

PHARMACOLOGY

药理信息

来源:PubChem
Metabolism/Metabolites

Approximately 5% of the total dose is metabolized, by cytochrome P450 3A4 and by intestinal microflora. Half Life: 14.4 hours

FDA Pharmacological Classification

FEXOFENADINE HCL

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

FEXOFENADINE HYDROCHLORIDE

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

FEXOFENADINE HYDROCHLORIDE 180 MG

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

MeSH Pharmacological Classification

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.

USES

用途与制造

来源:PubChem
Uses

An antihistamine drug used in the treatment of hayfever and similar allergy symptoms.

ALIASES

名称与别名

168
FEXOFENADINE HYDROCHLORIDE153439-40-8FEXOFENADINE HCLAllegra AllergyAllegra HivesMDL 16,455ADTXSID5048716Children's Allegra HivesMDL-16455AChildren's Allegra Allergy2S068B75ZUDTXCID2028642Benzeneacetic acid, 4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethyl-, hydrochlorideAllergillicIAllergy ReliefChildren AllergyWal-fexbasic care allergyFex-Allergy ReliefDye Free Wal Fex

REACTIONS

参与反应

5