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About This Item
Empirical Formula (Hill Notation):
C8H8Cl2N2S · HCl
CAS Number:
Molecular Weight:
271.59
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
A22 hydrochloride, ≥95% (HPLC)
SMILES string
Cl.NC(=N)SCc1ccc(Cl)c(Cl)c1
InChI key
VBJNMXMOMSWRDV-UHFFFAOYSA-N
InChI
1S/C8H8Cl2N2S.ClH/c9-6-2-1-5(3-7(6)10)4-13-8(11)12;/h1-3H,4H2,(H3,11,12);1H
assay
≥95% (HPLC)
form
powder
storage condition
desiccated
color
white to beige
solubility
H2O: 2 mg/mL (clear solution, warmed)
storage temp.
2-8°C
Quality Level
Related Categories
Application
A22 hydrochloride has been used to study its anti-biofilm activity, antibacterial, cyto and genotoxic activities. It is also used as a MreB polymerization inhibitor to understand the role of MreB polymers in Candidatus Thiosymbion oneisti and Candidatus T. hypermnestrae division.
Biochem/physiol Actions
A22 is an inhibitor of MreB, an actin-like bacterial protein, and has been shown to act as an antiobiotic adjuvant.
A22 is an inhibitor of MreB, an actin-like bacterial protein, and has been shown to act as an antiobiotic adjuvant. A22 inhibition of MreB disrupts the bacterial actin cytoskeleton, which can cause an increase in cell permeability and altered transport. A22 has been shown to have synergistic effects with several antibiotics including novobiocin and rifampin in gram negative bacteria.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Anti-biofilm activity of A22 ((S-3, 4-dichlorobenzyl) isothiourea hydrochloride) against Pseudomonas aeruginosa: Influence on biofilm formation, motility and bioadhesion.
Bonez P C, et al.
Microbial Pathogenesis, 111, 6-13 (2017)
Host-polarized cell growth in animal symbionts.
Pende N, et al.
Current Biology, 28(7), 1039-1051 (2018)
Alam García-Heredia et al.
eLife, 10 (2021-02-06)
Many antibiotics target the assembly of cell wall peptidoglycan, an essential, heteropolymeric mesh that encases most bacteria. In rod-shaped bacteria, cell wall elongation is spatially precise yet relies on limited pools of lipid-linked precursors that generate and are attracted to
Antibacterial, cyto and genotoxic activities of A22 compound ((S-3, 4-dichlorobenzyl) isothiourea hydrochloride).
Bonez P C, et al.
Microbial Pathogenesis, 99, 14-18 (2016)
Jan Lennings et al.
International journal of medical microbiology : IJMM, 309(6), 151335-151335 (2019-08-06)
The type VI secretion system (T6SS) injects effector proteins into neighboring bacteria and host cells. Effector translocation is driven by contraction of a tubular sheath in the cytoplasm that expels an inner needle across the cell envelope. The AAA + ATPase ClpV
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