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フェニラミン

Pheniramine

HCID 4761
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
86-21-5
標準SMILES
CN(C)CCC(c1ccccc1)c1ccccn1
InChIKey
IJHNSHDBIRRJRN-UHFFFAOYSA-N
分子式
C16H20N2
平均分子量
240.34 g/mol
単同位体質量
240.16264865

概要

N,N-dimethyl-3-phenyl-3-(2-pyridinyl)-1-propanamine is a member of pyridines and a tertiary amino compound.

名称と識別子

優先名称
Pheniramine
IUPAC
N,N-dimethyl-3-phenyl-3-pyridin-2-ylpropan-1-amine
現地名
フェニラミン
英語名
Pheniramine
分子式
C16H20N2
分子量
240.34

名称と別名

pheniramineProphenpyridamineTripotonPyriton86-21-5PropheniramineFeniraminaPheniraminumdimethyl[3-phenyl-3-(pyridin-2-yl)propyl]amine2-(alpha-(2-Dimethylaminoethyl)benzyl)pyridineNSC-47965134FM9ZZ6M
名称をさらに表示
トリポトン(-)-2-[(R)-α-[2-(ジメチルアミノ)エチル]ベンジル]ピリジンN,N-ジメチル-γ-フェニル-2-ピリジン-1-プロパンアミンピリトンN,N-ジメチル-3-(2-ピリジニル)-3-フェニルプロパン-1-アミン2-[(S)-α-[2-(ジメチルアミノ)エチル]ベンジル]ピリジン(-)-プロフェンピリダミン1-フェニル-1-(2-ピリジル)-3-(ジメチルアミノ)プロパンN,N-ジメチル-γ-フェニル-2-ピリジンプロパン-1-アミン(+)-プロフェンピリダミン(S)-1-(ジメチルアミノ)-3-フェニル-3-(2-ピリジニル)プロパン(+)-2-[(S)-α-[2-(ジメチルアミノ)エチル]ベンジル]ピリジン2-[α-(2-ジメチルアミノエチル)ベンジル]ピリジンプロフェンピリダミン(+)-フェニラミン3-フェニル-3-(2-ピリジル)-N,N-ジメチルプロパン-1-アミンフェニラミン2-[(R)-α-[2-(ジメチルアミノ)エチル]ベンジル]ピリジン(-)-フェニラミンN,N-ジメチル-3-フェニル-3-(2-ピリジル)プロパン-1-アミンAVILMetron

物性

構造計算による物性

XLogP
2.8
極性表面積
16.1 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
5
重原子数
18
形式電荷
0
複雑度
221

実験および物理化学的性質

DrugsPharmaceuticals -> Used in Switzerland
Solubility3.77e-01 g/L
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Boiling Point175.00 °C. @ 25.00 mm Hg
Melting Point< 25 °C
Physical DescriptionSolid
Collision Cross Section156.75 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
25 °C · <25 °C
沸点
13 · bp13 181°; bp2 142°; bp0.5 135°
比重(密度)
1.0081 · 1.0081
屈折率
25 · nD25 1.5519 to 1.5521
闪点
9 ℃ · 9℃
貯蔵温度
-20 °C · -20°C
溶解性
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

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

H300 (97.5%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information2-Pyridinepropanamine, N,N-dimethyl-.gamma.-phenyl-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 2-Pyridinepropanamine, N,N-dimethyl-.gamma.-phenyl-: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 2 (97.5%)

毒性情報

Effects During Pregnancy and Lactation◈ What is pheniramine?

安全データ

wgk
1
ridadr
UN1230 - class 3 - PG 2 - Methanol, solution
risk_code
11-23/24/25-39/23/24/25
hazard_code
F,T
safety_code
16-36/37-45
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2STOT SE 1
ストレージクラス
3 - Flammable liquids

化学と産業

薬理情報

ATC Code · 4 件

R - Respiratory system

D - Dermatologicals

QD - Dermatologicals

QR - Respiratory system

PharmacodynamicsPheniramine acts as an antagonist to allergic symptoms stemming from inappropriate histamine release to reduce edema, itching, and redness. The same antihistamine effect also produces sedation by acting in the central nervous system.
Mechanism of Action · 1 件

Pheniramine competes with histamine for the histamine H1 receptor, acting as an inverse agonist once bound. The reduction in H1 receptor activity is responsible for reduced itching as well as reduced vasodilation and capillary leakage leading to less redness and edema. This can be seen in the suppression of the histamine-induced wheal (swelling) and flare (vasodilation) response. Inverse agonism of the H1 receptor in the CNS is also responsible for the sedation produced by first-generation antihistamines like pheniramine. The binding of pheniramine to H4 receptors, and subsequent inverse agonism, may also contribute to reduced itching by antagonizing inflammation.

Biological Half-LifeThe terminal half-life of pheniramine administered via IV is 8-17 h.
Metabolism/MetabolitesPheniramine undergoes N-dealkylation to N-didesmethylpheniramine and N-desmethylpheniramine.
MeSH Pharmacological Classification · 3 件

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

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.

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)

関連反応

0 件
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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
Trimeton
Feniramine
NCI-C60695
PHENIRAMINE BASE
2-Pyridinepropanamine, N,N-dimethyl-gamma-phenyl-DTXSID0023454Pyridine, 2-(alpha-(2-(dimethylamino)ethyl)benzyl)-dimethyl(3-phenyl-3-(pyridin-2-yl)propyl)amine(+-)-PheniramineRefChem:860603DTXCID203454D04AA16

データベース識別子

CAS
86-21-5
PubChem CID
4761
DTXSID
DTXSID0023454
ChEMBL
CHEMBL1193
ChEBI
CHEBI:91591
UNII
134FM9ZZ6M
EC Number
201-656-2
Nikkaji
J4.935B
外見
Oil
酸解離定数(Pka)
4.03 · pKa 4.03± 0.08;9.32± 0.06(H2O,t undefined,I=0.30(NaCl)) (Uncertain)
色
Colourless
主な用途
臨床検査
InChI
1S/C16H20N2/c1-18(2)13-11-15(14-8-4-3-5-9-14)16-10-6-7-12-17-16/h3-10,12,15H,11,13H2,1-2H3
InChIKey
IJHNSHDBIRRJRN-UHFFFAOYSA-N
SMILES
CN(C)CCC(c1ccccc1)c2ccccn2
CAS データベース
86 · 86-21-5(CAS DataBase Reference)
NISTの化学物質情報
2 · Pyridine, 2[alpha-(2-dimethyl aminoethyl)benzyl](86-21-5)
Absorption, Distribution and Excretion · 2 件

The administration of 30.5 mg of free base pheniramine resulted in a Cmax of 173-294 ng/mL with a Tmax of 1-2.5 h.

Pheniramine is eliminated by metabolism and via renal excretion. 24.3% of pheniramine is present in the urine as the parent drug.

Cellular LocationsMembrane
Metabolite PathwaysPheniramine H1-Antihistamine Action

用途と製造

Use Classification · 2 件

Pharmaceuticals -> Dermatologicals -> Antihistamines

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

上流・下流製品情報

上流原料

POTASSIUM AMIDE2-ベンジルピリジンマレイン酸

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