Cl-amidine hydrochloride salt form · hydrochloride · Parent Cl-amidine hydrochloride

Cl-amidine hydrochloride is an orally active peptidylarginine deminase inhibitor.

For research use only. Not for human or veterinary use.

Target Protein Arginine Deiminase Apoptosis MicroRNA

Research area Inflammation/Immunology Cancer

Purity >98% Stock Inquire

Data Sheet SDS COA

Cl-amidine hydrochloride structure

CAS No.: 1373232-26-8

Download structure (.mol)

Pack sizes & pricing

Size	Price	SKU	Stock
100 mg	USD 495.00	BP-02180A-100mg	In stock	Get quote
250 mg	USD 980.00	BP-02180A-250mg	In stock	Get quote
500 mg	USD 1,560.00	BP-02180A-500mg	In stock	Get quote
1 g	USD 2,500.00	BP-02180A-1g	In stock	Get quote
2 g	USD 3,900.00	BP-02180A-2g	In stock	Get quote

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Description

Cl-amidine hydrochloride is an orally active peptidylarginine deminase (PAD) inhibitor, with IC50 values of 0.8 μM, 6.2 μM and 5.9 μM for PAD1, PAD3, and PAD4, respectively. Cl-amidine hydrochloride induces apoptosis in cancer cells. Cl-amidine hydrochloride induces microRNA (miR)-16 (miRNA-16, microRNA-16) expression and causes cell cycle arrest. Cl-Amidine hydrochloride prevents histone 3 citrullination and neutrophil extracellular trap formation, and improves survival in a murine sepsis model[1][2][3][4][5].

Biological activity

In Vitro Cl-amidine is a bioavailable haloacetamidine-based compound that inhibits all the active PAD isozymes with near equal potency (kinact/KI=13,000 M-1 min-1 for PAD4). Cl-amidine (0, 5, 10, 15, 20, 25, 50 μg/mL, 24 hours) induces apoptosis in TK6 lymphoblastoid cells and HT29 colon cancer cells in a dose-dependent manner. Interestingly, the colon cancer cell line (HT29) is relatively resistant to apoptosis caused by Cl-amidine. Cl-Amidine prevents histone 3 citrullination and neutrophil extracellular trap formation, and improves survival in a murine sepsis model. In Vivo Cl-amidine (75 mg/kg, ip once daily) suppresses and treats DSS-induced colitis in mice. Cl-amidine (5, 25, 75 mg/kg, oral gavage, once daily) leads to significant reductions in the histology scores dose-dependently.

Identifiers

SMILES: O=C(N[C@H](C(N)=O)CCCNC(CCl)=N)C1=CC=CC=C1.[H]Cl
InChIKey: OPFMEGSAOZAJIV-MERQFXBCSA-N

Specifications

MW (average): 347.2400
Formula: C₁₄H₂₀Cl₂N₄O₂
CAS No.: 1373232-26-8
Physical state: Solid
Color: White to light yellow
Shipping: 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: Powder -20°C, stored under nitrogen, away from moisture; In solvent -20℃, 1 month;

Solubility

soluble in DMSO

Documents

References

[1]. Yuan Luo, et al. Inhibitors and Inactivators of Protein Arginine Deiminase 4: Functional and Structural Characterization. Biochemistry. 2006 Oct 3; 45(39): 11727–11736.

[2]. Chumanevich AA, et al. Suppression of colitis in mice by Cl-amidine: a novel peptidylarginine deiminase inhibitor. Am J Physiol Gastrointest Liver Physiol. 2011 Jun;300(6):G929-38.

[3]. Witalison EE, et al. Molecular targeting of protein arginine deiminases to suppress colitis and prevent colon cancer. Oncotarget. 2015 Nov 3;6(34):36053-62.

[4]. Biron BM, et al., Cl-Amidine Prevents Histone 3 Citrullination and Neutrophil Extracellular Trap Formation, and Improves Survival in a Murine Sepsis Model. J Innate Immun. 2017;9(1):22-32.

Same target

Search Protein Arginine Deiminase

Same research area

Search Inflammation/Immunology