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Dopamine

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Identification
Molecular formula
C8H11NO2
CAS number
51-61-6
IUPAC name
4-(2-aminoethyl)benzene-1,2-diol
State
State

Dopamine is typically characterized in its hydrochloride form for ease of handling and is a powder at room temperature. When in freebase form, it's susceptible to oxidation upon exposure to air.

Melting point (Celsius)
128.00
Melting point (Kelvin)
401.15
Boiling point (Celsius)
180.00
Boiling point (Kelvin)
453.15
General information
Molecular weight
153.18g/mol
Molar mass
153.1800g/mol
Density
1.2600g/cm3
Appearence

The compound is typically found as a white to off-white crystalline powder. It can also be prepared in several salt forms, including hydrochloride and hydrobromide, which affect its appearance slightly.

Comment on solubility

Solubility of 4-(2-aminoethyl)benzene-1,2-diol

The solubility of 4-(2-aminoethyl)benzene-1,2-diol, with the chemical formula C8H11NO2, can be influenced by several factors including polarity, hydrogen bonding, and the overall structural characteristics of the compound.

This compound is known to exhibit:

  • Moderate water solubility: Due to the presence of hydroxyl (-OH) functional groups, which can engage in hydrogen bonding with water molecules.
  • Increased solubility in polar solvents: The amino group may enhance its solubility in polar organic solvents as well.
  • Lower solubility in non-polar solvents: The aromatic structure of the compound makes it less soluble in non-polar environments.

In essence, the solubility characteristics can be summarized as follows:

  1. **Higher solubility** in water and other polar solvents.
  2. **Limited solubility** in non-polar solvents.
  3. Overall, the compound's ability to dissolve is significantly impacted by its hydrophilic and hydrophobic regions.

Understanding these solubility aspects is crucial for applications in pharmacology and organic synthesis, where the behavior of compounds in different solvents can dictate their efficacy and usability.

Interesting facts

Interesting Facts about 4-(2-Aminoethyl)benzene-1,2-diol

4-(2-Aminoethyl)benzene-1,2-diol, often referred to as a member of the phenolic compound family, showcases an intriguing intersection of chemistry and biology. Here are some fascinating insights:

  • Biological Significance: The compound possesses structural similarities to certain neurotransmitters, making it a subject of interest in pharmacological studies. Its ability to mimic biological molecules enhances its potential in medicinal chemistry.
  • Antioxidant Properties: Compounds with diol functionalities are often recognized for their antioxidant abilities. This makes 4-(2-aminoethyl)benzene-1,2-diol potentially useful in combating oxidative stress in biological systems.
  • Synthesis Avenues: The synthesis of this compound can involve various methods, including multi-step reactions that introduce initial amine and hydroxyl groups to a benzene ring. This versatility provides chemists with various pathways for exploration in organic synthesis.
  • Research Applications: Studies have indicated that this compound could play a role in developing drugs that target neurological disorders. The structure enables it to interact with specific receptors in the brain.

As a compound that straddles the line between basic science and therapeutic application, 4-(2-aminoethyl)benzene-1,2-diol serves as a reminder of the vast potential within organic chemistry. The ability to modify a simple benzene ring into a functional molecule adds to the rich tapestry of chemical research.

In the words of chemists, "Structure determines function." This principle is vividly illustrated in compounds such as this one, where the arrangement of atoms opens the door to a myriad of biological interactions and applications.

Synonyms
dopamine
4-(2-Aminoethyl)benzene-1,2-diol
51-61-6
3-Hydroxytyramine
Oxytyramine
Hydroxytyramin
Dopamin
3,4-dihydroxyphenethylamine
hydroxytyramine
intropin
4-(2-Aminoethyl)catechol
2-(3,4-dihydroxyphenyl)ethylamine
Dopamina
Dopaminum
Dophamine
4-(2-Aminoethyl)pyrocatechol
3,4-Dihydroxyphenylethylamine
4-(2-Aminoethyl)-1,2-benzenediol
L-DOPAMINE
ASL 279
Pyrocatechol, 4-(2-aminoethyl)-
1,2-Benzenediol, 4-(2-aminoethyl)-
Dopaminum [INN-Latin]
Dopamina [INN-Spanish]
Dobutamine a
A-dopamine
3-Hydroxtyramine
KW-3-060
alpha-(3,4-Dihydroxyphenyl)-beta-aminoethane
4-(2-aminoethyl)-pyrocatechol
NSC 173182
HSDB 3068
UNII-VTD58H1Z2X
EINECS 200-110-0
VTD58H1Z2X
Dopamine (INN)
NSC-173182
a-(3,4-Dihydroxyphenyl)-b-aminoethane
DTXSID6022420
CHEBI:18243
4-(2-Aminoethyl)-1,2-bezenediol
DTXCID602420
50444-17-2
Revimine
3,4 Dihydroxyphenethylamine
LDP
NCGC00015519-05
Dopaminum (INN-Latin)
Pyrocatechol, 4-(2-aminoethyl)- (8CI)
DOPAMINE [INN]
Dopamina (INN-Spanish)
Dopamine [INN:BAN]
.alpha.-(3,4-Dihydroxyphenyl)-.beta.-aminoethane
(3H)-Dopamine
Pyrocatechol, 4-(2-aminoethyl)-, hydrochloride
62-31-7 (HYDROCHLORIDE)
CAS-51-61-6
Dopamine Solution in Methanol, 100ug/mL
Medopa (TN)
NSC169105
NSC173182
1,2-Benzenediol, 4-(2-aminoethyl)- (9CI)
NORADRENALINE TARTRATE IMPURITY C (EP IMPURITY)
NORADRENALINE TARTRATE IMPURITY C [EP IMPURITY]
Intropin [*hydrochloride*]
4-(2-Aminoethyl)-1,2-benzenediol hydrochloride
4-(2-aminoethyl)benzene-1,2-diol;hydrochloride
DOBUTAMINE HYDROCHLORIDESPECIFIED IMPURITY A (EP IMPURITY)
DOBUTAMINE HYDROCHLORIDESPECIFIED IMPURITY A [EP IMPURITY]
SR-01000075366
.beta.-(3,4-Dihydroxyphenyl)ethylamine hydrochloride
m-Hydroxytyramine-
Dopamine (USAN)(*hydrochloride*)
Dopamine1515
IP 498
MFCD00130258
Intropin (Salt/Mix)
Spectrum_001012
1,2-Benzenediol, 4-(2-aminoethyl)-, labeled with tritium
DOPAMINE [HSDB]
DOPAMINE [MI]
CHEMBL59
DOPAMINE [VANDF]
Spectrum2_001023
Spectrum3_000406
Spectrum4_000525
Spectrum5_000945
Lopac-H-8502
Biomol-NT_000001
bmse000909
bmse000933
DOPAMINE [WHO-DD]
SCHEMBL8505
1, 4-(2-aminoethyl)-
Lopac0_000586
Oprea1_088821
BSPBio_001932
GTPL940
KBioGR_001129
KBioGR_002388
KBioGR_002484
KBioSS_001492
KBioSS_002393
KBioSS_002491
cid_65340
BIDD:ER0506
DivK1c_000780
SPECTRUM1505155
SPBio_001205
BPBio1_001123
153C5321-5FEE-4B0B-8925-F388F0EEEBD1
BDBM55121
KBio1_000780
KBio2_001492
KBio2_002388
KBio2_002484
KBio2_004060
KBio2_004956
KBio2_005052
KBio2_006628
KBio2_007524
KBio2_007620
KBio3_001152
KBio3_002867
KBio3_002962
cMAP_000036
cMAP_000065
NINDS_000780
HMS3743I03
BCP34189
Tox21_110167
2-(3, 4-Dihydroxyphenyl)ethylamine
2-(3,4-dihydroxyphenyl) ethylamine
BBL013043
STK301601
3,4-DihydroxyphenylA currencythylamin
AKOS003790978
Tox21_110167_1
CCG-204675
DB00988
FS-5341
MSK000570-100M
SDCCGSBI-0050568.P005
2-(3,4-Dihydroxyphenyl)-1-ethanamine
4-(2-Amino-ethyl)-benzene-1,2-diol
4-(2-Aminoethyl)-1,2-benzenediol #
IDI1_000780
UPCMLD0ENAT5885989:001
NCGC00015519-01
NCGC00015519-02
NCGC00015519-03
NCGC00015519-04
NCGC00015519-07
NCGC00015519-08
NCGC00015519-09
NCGC00015519-10
NCGC00015519-11
NCGC00015519-13
NCGC00015519-25
NCGC00096050-01
NCGC00096050-02
NCGC00096050-03
NCGC00096050-04
NCGC00096050-05
BP-23276
4-(2-aminoethyl)pyrocatechol;hydrochloride
SBI-0050568.P004
1ST000570-100M
benzene, 1-(2-amino)ethyl-3,4-dihydroxy-
NS00000608
EN300-35022
C03758
D07870
F21485
4-(2-azanylethyl)benzene-1,2-diol;hydrochloride
AB00053463-12
AB00053463_13
AB00053463_14
L000232
Q170304
SR-01000075366-7
BRD-K43887077-003-25-5
BRD-K43887077-003-26-3
BRD-K43887077-003-27-1
DOBUTAMINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Oseltamivir-d3;Hydroxytyramin;4-(2-Aminoethyl)benzene-1,2-diol
200-110-0
86389-83-5