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Brompheniramine

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Identification
Molecular formula
C16H19BrNO
CAS number
86-22-6
IUPAC name
2-[(4-bromophenyl)-phenyl-methoxy]-N,N-dimethyl-ethanamine
State
State

At room temperature, brompheniramine exists as a crystalline solid. It is stable under normal conditions and typically not volatile or reactive.

Melting point (Celsius)
117.50
Melting point (Kelvin)
390.65
Boiling point (Celsius)
409.00
Boiling point (Kelvin)
682.15
General information
Molecular weight
319.24g/mol
Molar mass
319.2490g/mol
Density
1.3020g/cm3
Appearence

Brompheniramine is typically found as a white to off-white crystalline powder. It is often used in its maleate salt form for enhanced solubility in water-based pharmaceuticals.

Comment on solubility

Solubility of 2-[(4-bromophenyl)-phenyl-methoxy]-N,N-dimethyl-ethanamine (C16H19BrNO)

The solubility of 2-[(4-bromophenyl)-phenyl-methoxy]-N,N-dimethyl-ethanamine is influenced by various factors due to its complex structure. Here are some key points to consider:

  • Polarity: The presence of the bromine atom and the methoxy group in the molecule enhances its polar characteristics, which might promote solubility in polar solvents like water and alcohols.
  • Hydrogen Bonding: The methoxy group can potentially form hydrogen bonds, further influencing solubility in certain solvents. As a rule of thumb, compounds capable of hydrogen bonding often exhibit improved solubility.
  • Hydrophobic Effects: Conversely, the presence of the phenyl rings may contribute to hydrophobic interactions, making it less soluble in highly polar solvents.
  • Temperature Dependence: The solubility can vary significantly with temperature; generally, solubility increases with temperature for many organic compounds.

In summary, while 2-[(4-bromophenyl)-phenyl-methoxy]-N,N-dimethyl-ethanamine is likely to find a degree of solubility in polar solvents, its hydrophobic nature and structural complexity may limit its solubility in less polar environments. Therefore, careful consideration of the solvent system is essential for applications involving this compound.

Interesting facts

Interesting Facts About 2-[(4-bromophenyl)-phenyl-methoxy]-N,N-dimethyl-ethanamine

This compound, commonly referred to in research circles, presents a fascinating intersection of organic chemistry and pharmaceutical applications. Here are some key insights:

  • Pharmacological Potential: The presence of the bromophenyl moiety suggests potential activity in medicinal chemistry, particularly in the development of treatments or agents targeting specific conditions.
  • Molecular Versatility: With both amine and ether functionalities, this compound exhibits unique reactivity patterns that make it useful for various synthetic pathways, enabling chemists to build more complex structures.
  • Research Interest: Compounds with similar structures have been studied for potential applications in neurology and psychiatry, making it a subject of interest in the exploration of mood disorders.
  • Structure-Activity Relationship (SAR): Modifications to its structure can yield significant changes in biological activity, making it an excellent candidate for SAR studies to optimize efficacy and reduce side effects.
  • Electrophilic Aromatic Substitution: The bromine atom in the structure may participate in various electrophilic aromatic substitution reactions, thereby allowing for further functionalization of the compound.

In summary, 2-[(4-bromophenyl)-phenyl-methoxy]-N,N-dimethyl-ethanamine serves as an important compound in the realm of chemical research, due to its structural characteristics and potential pharmacological significance. As chemists explore its properties, they may uncover new avenues in drug discovery and development.

Synonyms
Bromazine
bromodiphenhydramine
Bromdiphenhydramine
Histabromamine
118-23-0
Bromazina
Deserol
Neo-Benadryl
Bromazinum
Amodryl
Bromdiphenhydraminum
Bromazin
Bromazine [INN:BAN]
Bromazinum [INN-Latin]
Bromazina [INN-Spanish]
EINECS 204-238-8
DTXSID6022688
CHEBI:59177
4-bromodiphen hydramine
beta-(p-Bromobenzhydryloxy)ethyldimethylamine
BROMAZINE [INN]
2-(p-bromo-alpha-phenylbenzyloxy)-N,N-dimethylethylamine
2-[(4-bromophenyl)-phenylmethoxy]-N,N-dimethylethanamine
beta-dimethylaminoethyl p-bromobenzhydryl ether
2-((4-Bromophenyl)(phenyl)methoxy)-N,N-dimethylethanamine
Diphenhydramine impurity C
T032BI7727
BROMAZINE [WHO-DD]
DTXCID002688
DIMENHYDRINATE IMPURITY H
Ethanamine, 2-[(4-bromophenyl)phenylmethoxy]-N,N-dimethyl-
BROMODIPHENHYDRAMINE [MI]
BROMODIPHENHYDRAMINE [VANDF]
{2-[(4-bromophenyl)(phenyl)methoxy]ethyl}dimethylamine
2-[(4-Bromophenyl)(phenyl)methoxy]-N,N-dimethylethanamine
Ethanamine, 2-((4-bromophenyl)phenylmethoxy)-N,N-dimethyl-
Bromazinum (INN-Latin)
Bromo-Benadryl
Bromazina (INN-Spanish)
N-2-(4-bromobenzhydryloxy)ethyldimethylamine
4-BROMODIPHEN HYDRAMINE [USP IMPURITY]
DIMENHYDRINATE IMPURITY H [EP IMPURITY]
DIPHENHYDRAMINE HYDROCHLORIDE IMPURITY C [EP IMPURITY]
4-BROMODIPHEN HYDRAMINE (USP IMPURITY)
DIMENHYDRINATE IMPURITY H (EP IMPURITY)
(2-((4-bromophenyl)(phenyl)methoxy)ethyl)dimethylamine
DIPHENHYDRAMINE HYDROCHLORIDE IMPURITY C (EP IMPURITY)
Bromazin base
Deserol base
UNII-T032BI7727
Bromo-Benadryl base
Bromodiphen-hydramine
2-(4-Bromobenzhydryloxy)-NN-dimethylethylamine
SCHEMBL29806
GTPL7132
CHEMBL1201245
BDBM81465
R06AA01
(+/-)-BROMODIPHENHYDRAMINE
(6R,7R)-7-[[(Z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,dihydrate
2-{[(4-bromophenyl)(phenyl)methyl]oxy}-N,N-dimethylethanamine
CAS_2444
HY-B1568
NSC_2444
Tox21_113667
PDSP1_000145
PDSP2_000144
BROMODIPHENHYDRAMINE, (+/-)-
DB01237
NCGC00249891-01
CAS-118-23-0
DA-61885
CS-0013459
NS00001986
.beta.-(p-Bromobenzhydryloxy)ethyldimethylamine
EN300-24410447
ethane, 1-(p-bromobenzhydryloxy)-2-dimethylamino-
L001164
SR-01000944388
Q4926102
SR-01000944388-1
2-[(4-Bromophenyl)(phenyl)methoxy]-N,N-dimethylethanamine #
2-[(p-Bromo-.alpha.-phenylbenzyl)oxy]-N,N-dimethylethylamine
Ethylamine, 2-[(p-bromo-.alpha.-phenylbenzyl)oxy]-N,N-dimethyl-
204-238-8