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Merck

T4951

Sigma-Aldrich

2-((3-トリフルオロメチル)フェニル)ヒスタミン 二マレイン酸塩

≥98% (HPLC), powder

別名:

(2-[2-(3-トリフルオロメチル)フェニル)-1H-イミダゾール-4-イル]エタンアミン 二マレイン酸塩, コンパウンド39

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About This Item

実験式(ヒル表記法):
C20H20F3N3O8
CAS番号:
分子量:
487.38
MDL番号:
UNSPSCコード:
12352116
PubChem Substance ID:
NACRES:
NA.77

品質水準

アッセイ

≥98% (HPLC)

フォーム

powder

off-white

溶解性

H2O: ~20 mg/mL

保管温度

2-8°C

SMILES記法

OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.NCCc1c[nH]c(n1)-c2cccc(c2)C(F)(F)F

InChI

1S/C12H12F3N3.2C4H4O4/c13-12(14,15)9-3-1-2-8(6-9)11-17-7-10(18-11)4-5-16;2*5-3(6)1-2-4(7)8/h1-3,6-7H,4-5,16H2,(H,17,18);2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-

InChI Key

GGDUVPKRZGATLR-SPIKMXEPSA-N

アプリケーション

2-((3-Trifluoromethyl)phenyl)histamine dimaleate has been used to study the induction of goblet cell secretion in rats3. 2-((3-Trifluoromethyl)phenyl)histamine dimaleate has also been used to study the role of H1 receptor in COX-2 regulation and prostanoid homeostasis in human vascular endothelial cells4.

生物化学的/生理学的作用

H1 ヒスタミン受容体の強力、選択的なアゴニストです。
2-((3-Trifluoromethyl)phenyl)histamine dimaleate was found to be the most potent and selective H1 histamine receptor agonist of a panel of compounds in functional in vitro studies on histamine H2, H3, and other neurotransmitter receptors. It showed better potency at the guinea pig H1 histamine receptor than at the human H1 histamine receptor (pKi : 5.9). The selectivity of 2-((3-Trifluoromethyl)phenyl)histamine dimaleate was found to be 2138 (H1:H2), > 64 (H1:H3), 1000 (H1:M3), 105 (H1: a1), 708 (H11), and 71 (H1:5HT2A). 2-((3-Trifluoromethyl)phenyl)histamine dimaleate does not cross the blood-brain barrier.

特徴および利点

This compound is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

調製ノート

2-((3-Trifluoromethyl)phenyl)histamine dimaleate is soluble in water at approximately 20 mg/ml.

ピクトグラム

Skull and crossbonesCorrosion

シグナルワード

Danger

危険有害性情報

危険有害性の分類

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

ターゲットの組織

Respiratory system

保管分類コード

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable

個人用保護具 (PPE)

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

T4951-5MG:
T4951-VAR:
T4951-BULK:
T4951-25MG:


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試験成績書(COA)

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以前この製品を購入いただいたことがある場合

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文書ライブラリにアクセスする

C Leschke et al.
Journal of medicinal chemistry, 38(8), 1287-1294 (1995-04-14)
New histamine derivatives characterized by a (substituted) aryl, heteroaryl, benzyl, or heteroarylmethyl substituent in the C2 position of the imidazole ring have been prepared from appropriate imidates or amidines, respectively, and 2-oxo-4-phthalimido-1-butyl acetate (1). The compounds were screened as potential
Roland Seifert et al.
The Journal of pharmacology and experimental therapeutics, 305(3), 1104-1115 (2003-03-11)
Species isoforms of histamine H2-, H3-, and H4-receptors differ in their pharmacological properties. The study aim was to dissect differences between the human H1R (hH1R) and guinea pig H1R (ghH1R). We coexpressed hH1R and gpH1R with regulators of G-protein signaling
Densen Hayashi et al.
Investigative ophthalmology & visual science, 53(6), 2993-3003 (2012-04-03)
The purpose of this study was to determine the effect of histamine and its receptors on goblet cell secretion. Cultured rat and human goblet cells were grown in RPMI 1640. Goblet cell secretion of high molecular weight glycoconjugate was measured
Xiaoyu Tan et al.
Journal of immunology (Baltimore, Md. : 1950), 179(11), 7899-7906 (2007-11-21)
Although histamine plays an essential role in inflammation, its influence on cyclooxygenases (COX) and prostanoid homeostasis is not well understood. In this study, we investigated the effects of histamine on the expression of COX-1 and COX-2 and determined their contribution
Trinidad Raices et al.
Journal of molecular endocrinology, 63(3), 187-197 (2019-08-16)
Testicular Leydig cells (LC) are modulated by several pathways, one of them being the histaminergic system. Heme oxygenase-1 (HO-1), whose upregulation comprises the primary response to oxidative noxae, has a central homeostatic role and might dysregulate LC functions when induced.

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