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
• Empirical Formula (Hill Notation): C₂₀H₂₀F₃N₃O₈
• CAS Number: 162049-83-4
• Molecular Weight: 487.38
• MDL number: MFCD08277024
• UNSPSC Code: 12352116
• PubChem Substance ID: 329826803
• NACRES: NA.77

Properties

• Quality Level: 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.

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.

Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: 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 Code: 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves