Skip to Content
MilliporeSigma
All Photos(3)

Documents

363340

Sigma-Aldrich

N-Acetylcysteamine

95%

Synonym(s):

N-(2-Mercaptoethyl)acetamide

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3CONHCH2CH2SH
CAS Number:
Molecular Weight:
119.19
MDL number:
UNSPSC Code:
12352100
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.)

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

Looking for similar products? Visit Product Comparison Guide

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Journal of the Chemical Society. Perkin Transactions 1, 2345-2345 (1988)
Tetrahedron Letters, 29, 4305-4305 (1988)
Ewa Maria Musiol-Kroll et al.
Antibiotics (Basel, Switzerland), 7(3) (2018-07-20)
Polyketides belong to the most valuable natural products, including diverse bioactive compounds, such as antibiotics, anticancer drugs, antifungal agents, immunosuppressants and others. Their structures are assembled by polyketide synthases (PKSs). Modular PKSs are composed of modules, which involve sets of
Micah J Bodner et al.
Organic letters, 11(16), 3606-3609 (2009-07-21)
Efficient syntheses of N-acetyl thienamycin and epithienamycin A in their readily deprotected form are reported where three contiguous stereocenters are established in a single catalytic asymmetric azetidinone-forming reaction. These examples are a template for synthesizing C-5/C-6 cis or trans carbapenems
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service