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2-Aminoethanethiol

Names

[ CAS No. ]:
60-23-1

[ Name ]:
2-Aminoethanethiol

[Synonym ]:
b-MEA
Ethanethiol, 2-amino-
2-Aminoethanethiol
Thioethanolamine
β-aminoethylthiol
β-mercaptoethylamine
Mercamine
MEA
mercaptoethylamine
mercaptamine
b-Aminoethylthiol
Merkamin
b-Aminoethanethiol
Mercaptamin
2-mercaptoethylamine
b-Mercaptoethylamine
MFCD00008196
cysteamine
Decarboxycysteine
β-Aminoethanethiol
EINECS 200-463-0

Biological Activity

[Description]:

Cysteamine is an agent for the treatment of nephropathic cystinosis and an antioxidant.Target: OthersCysteamine has been shown to increase intracellular glutathione levels in cystinotic cells, thus restoring the altered redox state of the cells. Also increased rates of apoptosis in cystinotic cells, which are thought to be the result of increased caspase 3 and protein kinase Cε activity, is counteracted by Cysteamine administration. Cysteamine has antioxidant properties as a result of increasing glutathione production. Cysteamine is an excellent scavenger of OH and HOCl; it also reacts with H2O2. Cysteamine increases the production of several heat shock proteins (HSP), including the murine Hsp40. Cysteamine exerts a dose-dependent effect on the doxorubicin-induced death of cancer cells, measured in both HeLa cells and B16 cells, whereas Cysteamine treatment alone had no influence on cell survival. In addition, in a doxorubicin-resistant breast cancer cell line, the addition of Cysteamine to doxorubicin results in a dramatic increase in cell death [1]. Cysteamine (100 μM) significantly is able to increase the intracellular GSH levels and the percentage of embryos that developed to the blastocyst stage of culture matured oocytes [2].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Metabolic Disease

[References]

[1]. de Matos, D.G., et al., Effect of cysteamine on glutathione level and developmental capacity of bovine oocyte matured in vitro. Mol Reprod Dev, 1995. 42(4): p. 432-6.

[2]. Besouw, M., et al., Cysteamine: an old drug with new potential. Drug Discov Today, 2013. 18(15-16): p. 785-92.


[Related Small Molecules]

Captisol | Cyclosporin A | H2DCFDA | 0MPTP hydrochloride | GW4869 | Etomoxir | TD139 | Mitoquinone mesylate | GSK2795039 | JC-1 | BAPTA-AM | AP 20187 | Setanaxib (GKT137831) | D-Luciferin | Crotaline

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
133.6±23.0 °C at 760 mmHg

[ Melting Point ]:
95°C

[ Molecular Formula ]:
C2H7NS

[ Molecular Weight ]:
77.149

[ Flash Point ]:
34.6±22.6 °C

[ Exact Mass ]:
77.029922

[ PSA ]:
64.82000

[ LogP ]:
0.03

[ Vapour Pressure ]:
8.4±0.2 mmHg at 25°C

[ Index of Refraction ]:
1.486

[ Stability ]:
Stable, but may be air-sensitive. Incompatible with strong oxidizing agents.

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KJ0175000
CHEMICAL NAME :
Ethanethiol, 2-amino-
CAS REGISTRY NUMBER :
60-23-1
LAST UPDATED :
199710
DATA ITEMS CITED :
17
MOLECULAR FORMULA :
C2-H7-N-S
MOLECULAR WEIGHT :
77.16
WISWESSER LINE NOTATION :
Z2SH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
232 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
84 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - convulsions or effect on seizure threshold Skin and Appendages - hair
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
625 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
84 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - convulsions or effect on seizure threshold Skin and Appendages - hair
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
190 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
350 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
150 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
42 gm/kg
SEX/DURATION :
female 70 day(s) pre-mating - 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Fertility - other measures of fertility

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
100 umol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 68,351,1979

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
3259

[ WGK Germany ]:
3

[ RTECS ]:
KJ0175000

Synthetic Route

Precursor & DownStream

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