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2-((3-Trifluoromethyl)phenyl)histamine dimaleate

Name: 2-((3-Trifluoromethyl)phenyl)histamine dimaleate
Brand: SIGMA
Price: 189 USD
Availability: InStock

≥98% (HPLC), powder

Synonym(s):

(2-[2-(3-Trifluoromethyl)phenyl)-1H-imidazol-4-yl]ethanamine dimaleate, Compound 39

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5 mg	Check Cart for Availability	$189.00

About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₀F₃N₃O₈

CAS Number:

162049-83-4

Molecular Weight:

487.38

NACRES:

NA.77

PubChem Substance ID:

329826803

UNSPSC Code:

12352116

MDL number:

MFCD08277024

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Quality Segment

100

assay

≥98% (HPLC)

form

powder

color

off-white

solubility

H₂O: ~20 mg/mL

storage temp.

2-8°C

SMILES string

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

Description

Application

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.

Biochem/physiol Actions

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 (H₁:β₁), and 71 (H₁:5HT_2A). 2-((3-Trifluoromethyl)phenyl)histamine dimaleate does not cross the blood-brain barrier.

Potent and selective H₁ histamine receptor agonist.

Features and Benefits

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.

Preparation Note

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

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This Item	C6492	J3770	D0444
Sigma-Aldrich T4951 2-((3-Trifluoromethyl)phenyl)histamine dimaleate	Sigma-Aldrich C6492 Ciproxifan hydrochloride	Sigma-Aldrich J3770 JNJ7777120	Sigma-Aldrich D0444 DT-2 trifluoroacetate salt
description ≥98% (HPLC), powder	description ≥98% (HPLC), solid	description ≥98% (HPLC)	description ≥95% (HPLC), film
form powder	form solid	form solid	form film
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥95% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 200
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. room temp	storage temp. −20°C
solubility H₂O: ~20 mg/mL	solubility water, high purity: 30 mg/mL, DMSO: 30 mg/mL	solubility DMSO: >20 mg/mL, H₂O: insoluble	solubility H₂O: 0.5 mg/mL, clear
color off-white	color off-white	color white to off-white	color colorless to white

Pictograms

GHS06,GHS05

Signal Word

Danger

Hazard Codes

H301,H315,H318,H335

Precautionary Statements

P280 - P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338 + P310

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class

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

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

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

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