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Cysteamine

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Identification
Molecular formula
C2H7NS
CAS number
60-23-1
IUPAC name
2-aminoethanethiol
State
State

At room temperature, cysteamine is typically encountered as a liquid. It is highly hygroscopic, meaning it readily absorbs water from the atmosphere.

Melting point (Celsius)
95.50
Melting point (Kelvin)
368.65
Boiling point (Celsius)
87.50
Boiling point (Kelvin)
360.65
General information
Molecular weight
77.14g/mol
Molar mass
77.1440g/mol
Density
1.1207g/cm3
Appearence

Cysteamine appears as a colorless to pale yellow liquid. It is known to have a strong, unpleasant odor reminiscent of amines and sulfur compounds, often described as fishy or garlic-like.

Comment on solubility

Solubility of 2-Aminoethanethiol

2-aminoethanethiol, with the chemical formula C2H7NS, exhibits an interesting solubility profile that can be understood through its chemical structure and properties.

General Solubility Characteristics

  • Polar Nature: The presence of both amino (–NH2) and thiol (–SH) groups in the molecule contributes to its polar characteristics, enhancing its solubility in polar solvents.
  • Water Solubility: 2-aminoethanethiol is soluble in water, which is attributed to hydrogen bonding capabilities of the amino and thiol groups. This makes it an effective agent in biological systems and chemical reactions.
  • Organic Solvents: It is also soluble in many organic solvents, including alcohols and dimethyl sulfoxide (DMSO), enabling its use in various organic reactions.

Temperature and pH Effects

The solubility of 2-aminoethanethiol may vary with temperature and pH. As temperature increases, the solubility in water often increases due to enhanced molecular motion. However, under varying pH conditions, ionization of the amino group can influence solubility:

  • At low pH (acidic conditions), the amino group can become protonated, increasing its solubility in water.
  • At high pH (basic conditions), deprotonation may decrease solubility.

In conclusion, 2-aminoethanethiol serves as a fascinating example of how compound structure influences solubility, showcasing its usefulness in both aqueous and organic environments.

Interesting facts

Interesting Facts about 2-Aminoethanethiol

2-Aminoethanethiol, commonly known as cysteamine, is a fascinating compound with a rich history and diverse applications. Here are some intriguing insights into this versatile molecule:

  • Biological Significance: Cysteamine is essential in the metabolism of cystine, an amino acid involved in protein synthesis. It acts as a precursor for the synthesis of glutathione, a crucial antioxidant that protects cells from oxidative stress.
  • Medical Applications: 2-Aminoethanethiol has been used in the treatment of cystinosis, a condition characterized by the accumulation of cystine in cells. By reducing cystine levels, it helps mitigate cellular damage and improves overall health.
  • Industrial Use: Beyond its medicinal applications, cysteamine is employed in the manufacture of rubber chemicals and agricultural products. It serves as a building block for various chemical syntheses.

As a chemistry student, one cannot overlook the compound’s unique molecular structure, which features an amine group that contributes to its reactivity and biological function. The presence of both an amino group and a thiol group in its structure establishes its role as a potent reducing agent. Additionally, it is worth noting that cysteamine has been researched for its potential protective effects against neurodegenerative diseases, showcasing its promise in the field of medical science.

Moreover, the use of cysteamine in dietary supplements highlights the growing interest in its antioxidant properties. As one explores the intricacies of this compound, it becomes clear that 2-aminoethanethiol is more than just a simple molecule; it is a compound with significant implications for health and industry alike.

Synonyms
CYSTEAMINE
2-Aminoethanethiol
60-23-1
Mercaptamine
Thioethanolamine
Mercamine
beta-Mercaptoethylamine
2-Mercaptoethylamine
Cysteinamine
Becaptan
Cysteamin
Lambraten
Lambratene
Riacon
beta-Aminoethanethiol
2-Amino-1-ethanethiol
Ethanethiol, 2-amino-
Decarboxycysteine
Mercaptoethylamine
Cisteamina
Cystagon
beta-Aminoethylthiol
2-Aminoethyl mercaptan
2-Mercaptoethanamine
(2-Mercaptoethyl)amine
beta-MEA
MEA (mercaptan)
Mercaptamin
Mercaptamina
Mercaptaminum
2-AMINO-ETHANETHIOL
Ethanethiolamine
Aminoethyl mercaptan
Cysteamide
Mecramine
Mercamin
Merkamin
Cisteamina [Italian]
1-Amino-2-mercaptoethylamine
L-1573
Mercaptaminum [INN-Latin]
Mercaptamina [INN-Spanish]
2-aminoethane-1-thiol
WR 347
Cystaran
Cysteamine (USAN)
Cysteamine [USAN]
CCRIS 3083
NSC 647528
HSDB 7353
UNII-5UX2SD1KE2
EINECS 200-463-0
5UX2SD1KE2
L 1573
NSC-647528
Mercaptamine (INN)
Mercaptamine [INN]
DTXSID3022875
CHEBI:17141
.beta.-Mercaptoethylamine
DTXCID902875
2-aminoethane-1-thiol; Cysteamine
NSC647528
NCGC00015691-03
Mercaptaminum (INN-Latin)
Mercaptamina (INN-Spanish)
Cysteamine [USAN:BAN]
MERCAPTAMINE (MART.)
MERCAPTAMINE [MART.]
|A-mercaptoethylamine
2 Aminoethanethiol
Cysteamine bitartate
beta Mercaptoethylamine
MFCD00008196
Cystagone
beta-Mercaptoethylamine;2-Aminoethanethiol;2-Mercaptoethylamine
b-Aminoethylthiol
2-aminoethylthiol
b-Aminoethanethiol
mercapto ethylamine
b-Mercaptoethylamine
DHL
2-amino-ethyl thiol
CASH
.beta.-MEA
Cysteamine, ~95%
.beta.-Aminoethylthiol
Spectrum_001755
.beta.-Aminoethanethiol
CYSTEAMINE [MI]
SpecPlus_000654
1-amino-2-mercaptoethane
CYSTEAMINE [HSDB]
Lopac-M-6500
CYSTEAMINE [VANDF]
|A-MEA
bmse000388
CHEMBL602
KBioSS_002235
DivK1c_006750
MERCAPTAMINE [WHO-DD]
ethane, 1-amino-2-mercapto-
BDBM7968
GTPL7440
2,3-DESHYDROLANTHIONINE
KBio1_001694
KBio2_002235
KBio2_004803
KBio2_007371
A16AA04
MSK8079
S01XA21
Cysteamine, >=98.0% (RT)
BCP15015
Tox21_113092
HY-77591A
s6402
STK315355
AKOS003793343
CCG-204834
DB00847
FA52311
SB75360
SDCCGSBI-0050727.P004
CAS-60-23-1
NCGC00015691-01
NCGC00015691-02
NCGC00015691-04
NCGC00015691-14
NCGC00162236-01
NCGC00162236-02
AS-56218
BP-13401
NCI60_002000
SBI-0050727.P003
DB-053562
A0648
NS00009082
EN300-33931
C01678
D03634
D88299
D88360
AB00053754_09
AB00053754_10
Q617563
BRD-K92611362-001-02-6
2-Aminoethanethiol;2-Mercaptoethylamine;Decarboxycysteine
F0001-1576
-Mercaptoethylamine;2-Aminoethanethiol;2-Mercaptoethylamine
2DFDA1F8-7010-4225-8280-AB1C4C43F546
2-Aminoethanethiol;cysteamine, beta-Mercaptoethylamine, 2-Mercaptoethylamine, Decarboxycysteine, Thioethanolamine, Mercaptamine
200-463-0
OXU