2-Mercapto-N-methylbenzamide

CAS No. 20054-45-9
Cat. No. CS-0016511
Purity≥95%
MDL No.MFCD00136334

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Description

2-Mercapto-N-methylbenzamide features a thiol group adjacent to an amide functionality, enabling direct conjugation in bioconjugation workflows. The N-methyl substitution enhances metabolic stability and reduces susceptibility to hydrolysis, while the sulfur-bearing moiety facilitates selective coupling under mild conditions. This compound serves as a robust anchor for cysteine-targeted labeling in peptide and protein modification.

Application

2-Mercapto-N-methylbenzamide serves as a versatile thiol-containing building block for heterocyclic synthesis, particularly in the construction of benzothiazole scaffolds. Its reactive thiol group enables efficient coupling with electrophiles, while the N-methyl amide functionality provides enhanced metabolic stability and favorable solubility. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and process-scale applications.

General Information

CAS No. 20054-45-9
Cat. No. CS-0016511
Purity ≥95%
MDL No. MFCD00136334
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉NOS
Molecular Weight 167.23
Synonym(s) 1.2-mercapto-N-methylbenzamide
SMILES O=C(NC)C1=CC=CC=C1S

Computational Chemistry Data

TPSA 29.1
LogP 1.3349
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H317-H318
Precautionary Statements : P261-P272-P280-P302+P352-P362+P364-P501

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Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Mercapto-N-methylbenzamide

CAS No. 20054-45-9

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