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Merck
CN

T4951

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

≥98% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H20F3N3O8
CAS Number:
Molecular Weight:
487.38
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
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Quality Segment

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

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 (H11), and 71 (H1:5HT2A). 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.


pictograms

Skull and crossbonesCorrosion

signalword

Danger

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

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



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