Cl-amidine HCl

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

Hodoodo CAT#: H562525

CAS#: 1373232-26-8

Description: Cl-amidine HCl is a pan-PAD inhibitor. It acts by inhibiting leukocyte activation and targeting epithelial DNA damage within the colon.


Chemical Structure

img
Cl-amidine HCl
CAS# 1373232-26-8

Theoretical Analysis

Hodoodo Cat#: H562525
Name: Cl-amidine HCl
CAS#: 1373232-26-8
Chemical Formula: C14H20Cl2N4O2
Exact Mass: 0.00
Molecular Weight: 347.240
Elemental Analysis: C, 48.43; H, 5.81; Cl, 20.42; N, 16.14; O, 9.21

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Cl-amidine HCl; Cl amidine HCl; Cl-amidine hydrochloride; Cl amidine hydrochloride;

IUPAC/Chemical Name: N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide Hydrochloride

InChi Key: OPFMEGSAOZAJIV-MERQFXBCSA-N

InChi Code: InChI=1S/C14H19ClN4O2.ClH/c15-9-12(16)18-8-4-7-11(13(17)20)19-14(21)10-5-2-1-3-6-10;/h1-3,5-6,11H,4,7-9H2,(H2,16,18)(H2,17,20)(H,19,21);1H/t11-;/m0./s1

SMILES Code: O=C(N[C@H](C(N)=O)CCCNC(CCl)=N)C1=CC=CC=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: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 347.24 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Ledet MM, Anderson R, Harman R, Muth A, Thompson PR, Coonrod SA, Van de Walle GR. BB-Cl-Amidine as a novel therapeutic for canine and feline mammary cancer via activation of the endoplasmic reticulum stress pathway. BMC Cancer. 2018 Apr 12;18(1):412. doi: 10.1186/s12885-018-4323-8. PubMed PMID: 29649984.

2: Fetz AE, Neeli I, Buddington KK, Read RW, Smeltzer MP, Radic MZ, Bowlin GL. Localized Delivery of Cl-Amidine From Electrospun Polydioxanone Templates to Regulate Acute Neutrophil NETosis: A Preliminary Evaluation of the PAD4 Inhibitor for Tissue Engineering. Front Pharmacol. 2018 Mar 28;9:289. doi: 10.3389/fphar.2018.00289. eCollection 2018. PubMed PMID: 29643810; PubMed Central PMCID: PMC5883633.

3: Wang H, Wang Q, Venugopal J, Wang J, Kleiman K, Guo C, Eitzman DT. Obesity-induced Endothelial Dysfunction is Prevented by Neutrophil Extracellular Trap Inhibition. Sci Rep. 2018 Mar 20;8(1):4881. doi: 10.1038/s41598-018-23256-y. PubMed PMID: 29559676; PubMed Central PMCID: PMC5861102.

4: Mondal S, Parelkar SS, Nagar M, Thompson PR. Photochemical Control of Protein Arginine Deiminase (PAD) Activity. ACS Chem Biol. 2018 Mar 16. doi: 10.1021/acschembio.8b00053. [Epub ahead of print] PubMed PMID: 29517899.

5: Meher AK, Spinosa M, Davis JP, Pope N, Laubach VE, Su G, Serbulea V, Leitinger N, Ailawadi G, Upchurch GR Jr. Novel Role of IL (Interleukin)-1β in Neutrophil Extracellular Trap Formation and Abdominal Aortic Aneurysms. Arterioscler Thromb Vasc Biol. 2018 Apr;38(4):843-853. doi: 10.1161/ATVBAHA.117.309897. Epub 2018 Feb 22. PubMed PMID: 29472233; PubMed Central PMCID: PMC5864548.

6: Novotny J, Chandraratne S, Weinberger T, Philippi V, Stark K, Ehrlich A, Pircher J, Konrad I, Oberdieck P, Titova A, Hoti Q, Schubert I, Legate KR, Urtz N, Lorenz M, Pelisek J, Massberg S, von Brühl ML, Schulz C. Histological comparison of arterial thrombi in mice and men and the influence of Cl-amidine on thrombus formation. PLoS One. 2018 Jan 2;13(1):e0190728. doi: 10.1371/journal.pone.0190728. eCollection 2018. PubMed PMID: 29293656; PubMed Central PMCID: PMC5749862.

7: Li RHL, Ng G, Tablin F. Lipopolysaccharide-induced neutrophil extracellular trap formation in canine neutrophils is dependent on histone H3 citrullination by peptidylarginine deiminase. Vet Immunol Immunopathol. 2017 Dec;193-194:29-37. doi: 10.1016/j.vetimm.2017.10.002. Epub 2017 Oct 20. PubMed PMID: 29129225.

8: Jang B, Ishigami A, Kim YS, Choi EK. The Peptidylarginine Deiminase Inhibitor Cl-Amidine Suppresses Inducible Nitric Oxide Synthase Expression in Dendritic Cells. Int J Mol Sci. 2017 Oct 27;18(11). pii: E2258. doi: 10.3390/ijms18112258. PubMed PMID: 29077055; PubMed Central PMCID: PMC5713228.

9: Qin H, Liu X, Li F, Miao L, Li T, Xu B, An X, Muth A, Thompson PR, Coonrod SA, Zhang X. PAD1 promotes epithelial-mesenchymal transition and metastasis in triple-negative breast cancer cells by regulating MEK1-ERK1/2-MMP2 signaling. Cancer Lett. 2017 Nov 28;409:30-41. doi: 10.1016/j.canlet.2017.08.019. Epub 2017 Aug 24. PubMed PMID: 28844713; PubMed Central PMCID: PMC5718050.

10: Mizugishi K, Yamashita K. Neutrophil extracellular traps are critical for pregnancy loss in sphingosine kinase-deficient mice on 129Sv/C57BL/6 background. FASEB J. 2017 Dec;31(12):5577-5591. doi: 10.1096/fj.201700399RR. Epub 2017 Aug 21. PubMed PMID: 28842426.

11: Wang L, Song G, Zhang X, Feng T, Pan J, Chen W, Yang M, Bai X, Pang Y, Yu J, Han J, Han B. PADI2-Mediated Citrullination Promotes Prostate Cancer Progression. Cancer Res. 2017 Nov 1;77(21):5755-5768. doi: 10.1158/0008-5472.CAN-17-0150. Epub 2017 Aug 17. PubMed PMID: 28819028.

12: Kosgodage US, Trindade RP, Thompson PR, Inal JM, Lange S. Chloramidine/Bisindolylmaleimide-I-Mediated Inhibition of Exosome and Microvesicle Release and Enhanced Efficacy of Cancer Chemotherapy. Int J Mol Sci. 2017 May 9;18(5). pii: E1007. doi: 10.3390/ijms18051007. PubMed PMID: 28486412; PubMed Central PMCID: PMC5454920.

13: Sabbione F, Keitelman IA, Iula L, Ferrero M, Giordano MN, Baldi P, Rumbo M, Jancic C, Trevani AS. Neutrophil Extracellular Traps Stimulate Proinflammatory Responses in Human Airway Epithelial Cells. J Innate Immun. 2017;9(4):387-402. doi: 10.1159/000460293. Epub 2017 May 4. PubMed PMID: 28467984.

14: Muth A, Subramanian V, Beaumont E, Nagar M, Kerry P, McEwan P, Srinath H, Clancy K, Parelkar S, Thompson PR. Development of a Selective Inhibitor of Protein Arginine Deiminase 2. J Med Chem. 2017 Apr 13;60(7):3198-3211. doi: 10.1021/acs.jmedchem.7b00274. Epub 2017 Mar 31. PubMed PMID: 28328217; PubMed Central PMCID: PMC5477668.

15: Koushik S, Joshi N, Nagaraju S, Mahmood S, Mudeenahally K, Padmavathy R, Jegatheesan SK, Mullangi R, Rajagopal S. PAD4: pathophysiology, current therapeutics and future perspective in rheumatoid arthritis. Expert Opin Ther Targets. 2017 Apr;21(4):433-447. doi: 10.1080/14728222.2017.1294160. Epub 2017 Feb 22. Review. PubMed PMID: 28281906.

16: Cau L, Pendaries V, Lhuillier E, Thompson PR, Serre G, Takahara H, Méchin MC, Simon M. Lowering relative humidity level increases epidermal protein deimination and drives human filaggrin breakdown. J Dermatol Sci. 2017 May;86(2):106-113. doi: 10.1016/j.jdermsci.2017.02.280. Epub 2017 Feb 20. PubMed PMID: 28242341; PubMed Central PMCID: PMC5476296.

17: Willis VC, Banda NK, Cordova KN, Chandra PE, Robinson WH, Cooper DC, Lugo D, Mehta G, Taylor S, Tak PP, Prinjha RK, Lewis HD, Holers VM. Protein arginine deiminase 4 inhibition is sufficient for the amelioration of collagen-induced arthritis. Clin Exp Immunol. 2017 May;188(2):263-274. doi: 10.1111/cei.12932. Epub 2017 Mar 9. PubMed PMID: 28128853; PubMed Central PMCID: PMC5383440.

18: Zhao T, Pan B, Alam HB, Liu B, Bronson RT, Deng Q, Wu E, Li Y. Protective effect of Cl-amidine against CLP-induced lethal septic shock in mice. Sci Rep. 2016 Nov 7;6:36696. doi: 10.1038/srep36696. PubMed PMID: 27819302; PubMed Central PMCID: PMC5098180.

19: Papadaki G, Kambas K, Choulaki C, Vlachou K, Drakos E, Bertsias G, Ritis K, Boumpas DT, Thompson PR, Verginis P, Sidiropoulos P. Neutrophil extracellular traps exacerbate Th1-mediated autoimmune responses in rheumatoid arthritis by promoting DC maturation. Eur J Immunol. 2016 Nov;46(11):2542-2554. doi: 10.1002/eji.201646542. Epub 2016 Oct 5. PubMed PMID: 27585946; PubMed Central PMCID: PMC5476297.

20: Wizeman JW, Nicholas AP, Ishigami A, Mohan R. Citrullination of glial intermediate filaments is an early response in retinal injury. Mol Vis. 2016 Sep 26;22:1137-1155. eCollection 2016. PubMed PMID: 27703308; PubMed Central PMCID: PMC5040453.