MedKoo Cat#: 208171 | Name: MreB inhibitor A22

Description:

WARNING: This product is for research use only, not for human or veterinary use.

MreB inhibitor A22 has synergistic antibacterial and antibiofilm properties. In combination studies, synergism occurred most frequently with A22-ceftazidime and A22-meropemen against Pseudomonas aeruginosa and A22-cefoxitin and A22-azithromycin against Escherichia coli. No antagonism was observed.

Chemical Structure

MreB inhibitor A22
MreB inhibitor A22
CAS#22816-60-0

Theoretical Analysis

MedKoo Cat#: 208171

Name: MreB inhibitor A22

CAS#: 22816-60-0

Chemical Formula: C8H9Cl3N2S

Exact Mass: 269.9552

Molecular Weight: 271.58

Elemental Analysis: C, 35.38; H, 3.34; Cl, 39.16; N, 10.32; S, 11.80

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
MreB inhibitorA22, MreB inhibitor-A22, MreB-inhibitor A22
IUPAC/Chemical Name
2-(3,4-Dichloro-benzyl)-isothiourea hydrochloride
InChi Key
VBJNMXMOMSWRDV-UHFFFAOYSA-N
InChi Code
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
SMILES Code
N=C(N)SCC1=CC=C(Cl)C(Cl)=C1.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 271.58 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kotzialampou A, Protonotariou E, Skoura L, Sivropoulou A. Synergistic Antibacterial and Antibiofilm Activity of the MreB Inhibitor A22 Hydrochloride in Combination with Conventional Antibiotics against Pseudomonas aeruginosa and Escherichia coli Clinical Isolates. Int J Microbiol. 2021 Aug 25;2021:3057754. doi: 10.1155/2021/3057754. PMID: 34484344; PMCID: PMC8413048. 2: Awuni Y, Jiang S, Robinson RC, Mu Y. Exploring the A22-Bacterial Actin MreB Interaction through Molecular Dynamics Simulations. J Phys Chem B. 2016 Sep 22;120(37):9867-74. doi: 10.1021/acs.jpcb.6b05199. Epub 2016 Sep 14. PMID: 27600765. 3: Bean GJ, Flickinger ST, Westler WM, McCully ME, Sept D, Weibel DB, Amann KJ. A22 disrupts the bacterial actin cytoskeleton by directly binding and inducing a low-affinity state in MreB. Biochemistry. 2009 Jun 9;48(22):4852-7. doi: 10.1021/bi900014d. PMID: 19382805; PMCID: PMC3951351. 4: Karczmarek A, Martínez-Arteaga R, Alexeeva S, Hansen FG, Vicente M, Nanninga N, den Blaauwen T. DNA and origin region segregation are not affected by the transition from rod to sphere after inhibition of Escherichia coli MreB by A22. Mol Microbiol. 2007 Jul;65(1):51-63. doi: 10.1111/j.1365-2958.2007.05777.x. Erratum in: Mol Microbiol. 2007 Aug;65(3):839. Baselga, Rocío Martínez-Arteaga [corrected to Martínez-Arteaga, Rocío]. PMID: 17581120. 5: Werner JN, Shi H, Hsin J, Huang KC, Gitai Z, Klein EA. AimB Is a Small Protein Regulator of Cell Size and MreB Assembly. Biophys J. 2020 Aug 4;119(3):593-604. doi: 10.1016/j.bpj.2020.04.029. Epub 2020 May 4. PMID: 32416080; PMCID: PMC7399478. 6: Bryan EJ, Sagong HY, Parhi AK, Grier MC, Roberge JY, LaVoie EJ, Pilch DS. TXH11106: A Third-Generation MreB Inhibitor with Enhanced Activity against a Broad Range of Gram-Negative Bacterial Pathogens. Antibiotics (Basel). 2022 May 20;11(5):693. doi: 10.3390/antibiotics11050693. PMID: 35625337; PMCID: PMC9137614. 7: Krokowski S, Atwal S, Lobato-Márquez D, Chastanet A, Carballido-López R, Salje J, Mostowy S. Shigella MreB promotes polar IcsA positioning for actin tail formation. J Cell Sci. 2019 May 2;132(9):jcs226217. doi: 10.1242/jcs.226217. PMID: 30992346; PMCID: PMC6526709. 8: Bonez PC, Rossi GG, Bandeira JR, Ramos AP, Mizdal CR, Agertt VA, Dalla Nora ESS, de Souza ME, Dos Santos Alves CF, Dos Santos FS, Gündel A, de Almeida Vaucher R, Santos RCV, de Campos MMA. Anti-biofilm activity of A22 ((S-3,4-dichlorobenzyl) isothiourea hydrochloride) against Pseudomonas aeruginosa: Influence on biofilm formation, motility and bioadhesion. Microb Pathog. 2017 Oct;111:6-13. doi: 10.1016/j.micpath.2017.08.008. Epub 2017 Aug 10. PMID: 28804018. 9: Bonez PC, Ramos AP, Nascimento K, Copetti PM, Souza ME, Rossi GG, Agertt VA, Sagrillo MR, Santos RC, Campos MM. Antibacterial, cyto and genotoxic activities of A22 compound ((S-3, 4 -dichlorobenzyl) isothiourea hydrochloride). Microb Pathog. 2016 Oct;99:14-18. doi: 10.1016/j.micpath.2016.07.007. Epub 2016 Jul 16. PMID: 27427089. 10: Takacs CN, Poggio S, Charbon G, Pucheault M, Vollmer W, Jacobs-Wagner C. MreB drives de novo rod morphogenesis in Caulobacter crescentus via remodeling of the cell wall. J Bacteriol. 2010 Mar;192(6):1671-84. doi: 10.1128/JB.01311-09. Epub 2009 Dec 18. PMID: 20023035; PMCID: PMC2832515.