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363340

N-Acetylcysteamine

95%

Synonym(s):

N-(2-Mercaptoethyl)acetamide

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About This Item

Linear Formula:
CH3CONHCH2CH2SH
CAS Number:
1190-73-4
Molecular Weight:
119.19
UNSPSC Code:
12352100
eCl@ss:
32160406
PubChem Substance ID:
24862192
NACRES:
NA.22
MDL number:
MFCD00037831
Assay:
95%
Form:
liquid
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Quality Level

200

assay

95%

form

liquid

refractive index

n20/D 1.511 (lit.)

bp

138-140 °C/7 mmHg (lit.)

mp

6-7 °C (lit.)

density

1.121 g/mL at 25 °C (lit.)

functional group

amide, thiol

SMILES string

CC(=O)NCCS

InChI

1S/C4H9NOS/c1-4(6)5-2-3-7/h7H,2-3H2,1H3,(H,5,6)

InChI key

AXFZADXWLMXITO-UHFFFAOYSA-N

General description

N-Acetylcysteamine, also known as N-(2-Mercaptoethyl) acetamide, is a derivative of cysteamine, that is commonly used as a building block for the synthesis of alkylated thiol and thioesters via esterification.

Application

N-Acetylcysteamine can be used as a building block to synthesize:
  • N







  • -acetylcysteamine (SNAC) thioesters by reacting with various acid derivatives in the presence of 1,1′-carbonyldiimidazole (CDI).      
  • Thieno[2,3-c]pyrrole derivatives via three-component reaction of 2-acetyl-3-thiophenecarboxaldehyde and various amines.
  •  Carbapenems, a class of beta-lactam antibiotic agents.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL0554
SHBH2822V
SHBF5204V
SHBC0249V
79596EMV

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Magoichi Sako et al.
The Journal of organic chemistry, 63(20), 6947-6951 (2001-10-24)
4H-[1,2,5]Oxadiazolo[3,4-d]pyrimidine-5,7-dione 1-oxides (2) are conveniently prepared in high yields by the oxidative intramolecular cyclization of 6-amino-5-nitro-1H-pyrimidine-2,4-diones (1) employing iodosylbenzene diacetate as an oxidant in the presence of lithium hydride. The generation of nitric oxide (NO) and NO-related species from 2
N Singh et al.
Biochemical and biophysical research communications, 131(2), 786-792 (1985-09-16)
The acetyl transacylase activity of the fatty acid synthase from yeast has been investigated using p-nitrophenylthiol acetate. The chromophoric nature of the nitrophenylthiol moiety affords a convenient spectrophotometric assay for the transacylase function as well as a means to investigate
Isolation, properties, and regulation of a mitochondrial acyl coenzyme A thioesterase from pig heart.
K Y Lee et al.
The Journal of biological chemistry, 254(11), 4516-4523 (1979-06-10)
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Global Trade Item Number

SKUGTIN
363340-1G04061831825107
363340-5G04061837866142