ChemicalBook > CAS DataBase List > N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochloride

N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochloride

Product Name
N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochloride
CAS No.
1373232-26-8
Chemical Name
N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochloride
Synonyms
Cl-Amidine (hydrochloride);Cl-amidine hydrochloride, 10 mM in DMSO;(S)-N-(1-Amino-5-(2-chloroacetimidamido)-1-oxopentan-2-yl)benzamide hydrochloride;N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochloride;Cl-Amidine (hydrochloride) - Sold under license from the University of South Carolina under U.S. Patent No. 7,964,363;Cl amidine hydrochloride,miRNA-16,Protein Arginine Deiminase,Cl-amidine,inhibit,MicroRNA,Peptidylarginine Deiminase,Clamidine hydrochloride,Inhibitor,miRNA,microRNA-16,colitis,sepsis,Apoptosis,miR-16
CBNumber
CB52746936
Molecular Formula
C14H20Cl2N4O2
Formula Weight
347.2402
MOL File
1373232-26-8.mol
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N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochloride Property

storage temp. 
Store at -20°C
solubility 
DMF: 14 mg/ml; DMSO: 50 mg/ml; Ethanol: 20 mg/ml; PBS (pH 7.2): 3 mg/ml
form 
A crystalline solid
color 
White to light yellow
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
10599
Product name
Cl-Amidine (hydrochloride)
Packaging
1mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
10599
Product name
Cl-Amidine (hydrochloride)
Packaging
10mg
Price
$221
Updated
2024/03/01
Cayman Chemical
Product number
10599
Product name
Cl-Amidine (hydrochloride)
Packaging
5mg
Price
$147
Updated
2024/03/01
TRC
Product number
A794960
Product name
N-[(1s)-1-(Aminocarbonyl)-4-[(2-Chloro-1-Iminoethyl)Amino]Butyl]-BenzamideHydrochloride
Packaging
2mg
Price
$65
Updated
2021/12/16
ChemScene
Product number
CS-0019715
Product name
Cl-amidine(hydrochloride)
Packaging
10mg
Price
$190
Updated
2021/12/16
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N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochloride Chemical Properties,Usage,Production

Description

Cl-Amidine is an irreversible inhibitor of protein arginine deiminases (PADs; IC50s = 0.8, 6.2, and 5.9 μM for PAD1, PAD3, and PAD4, respectively). It is cytotoxic to HL-60, MCF-7, and HT-29 cancer cells (IC50s = 0.25, 0.05, and 1 μM, respectively). Cl-amidine (50 mg/kg) reduces ex vivo extracellular neutrophil extracellular trap (NET) formation and increases survival in a mouse model of sepsis induced by cecal ligation and puncture (CLP). It also decreases the citrulline content in serum and joints and reduces the development of IgG autoantibodies in a mouse model of collagen-induced arthritis in a dose-dependent manner.

Uses

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].

in vivo

Cl-amidine (75 mg/kg, ip once daily) suppresses and treats DSS-induced colitis in mice[2].
Cl-amidine (5, 25, 75 mg/kg, oral gavage, once daily) leads to significant reductions in the histology scores dose-dependently[2].

Animal Model:C57BL/6 mice (8-12 wk old, DSS mouse model of colitis)[2].
Dosage:75 mg/kg.
Administration:IP once daily.
Result:Suppressed PAD activity, protein citrullination, and PAD levels in the colon in vivo.
Animal Model:C57BL/6 mice (8-12 wk old, DSS mouse model of colitis)[2].
Dosage:5, 25, 75 mg/kg.
Administration:Oral gavage once daily.
Result:Led to significant reductions in the histology scores.

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. DOI:10.1021/bi061180d
[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. DOI:10.1152/ajpgi.00435.2010
[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. DOI:10.18632/oncotarget.5937
[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. DOI:10.1159/000448808

N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochloride Suppliers

China 47 United States 6 Global 53
BOC Sciences
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1-631-485-4226; 16314854226
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info@bocsci.com
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United States
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Dalian Meilun Biotech Co., Ltd.
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0411-62910999 13889544652
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sales@meilune.com
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China
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Bide Pharmatech Ltd.
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400-164-7117 13681763483
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+86-21-61629029
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product02@bidepharm.com
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China
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Shanghai Lollane Biological Technology Co.,Ltd.
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021-52996696，15000506266 15000506266
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+86-21-52996696
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JW & Y Pharmlab Co., Ltd.
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Shanghai YuanYe Biotechnology Co., Ltd.
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ShangHai Biochempartner Co.,Ltd
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177-54423994 17754423994
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Shanghai Chaolan Chemical Technology Center
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021-QQ：65489617 15618227136
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Sales@ATKchemical.com
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Beijing Jin Ming Biotechnology Co., Ltd.
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010-60605840 18892239720
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010-60605840
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psaitong@jm-bio.com
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Shanghai zhigan biotechnology co., LTD
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zhiqianbio@126.com
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1373232-26-8, N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochlorideRelated Search:


  • N-[(1S)-1-(Aminocarbonyl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-benzamide hydrochloride
  • Cl-Amidine (hydrochloride) - Sold under license from the University of South Carolina under U.S. Patent No. 7,964,363
  • Cl-Amidine (hydrochloride)
  • Cl amidine hydrochloride,miRNA-16,Protein Arginine Deiminase,Cl-amidine,inhibit,MicroRNA,Peptidylarginine Deiminase,Clamidine hydrochloride,Inhibitor,miRNA,microRNA-16,colitis,sepsis,Apoptosis,miR-16
  • Cl-amidine hydrochloride, 10 mM in DMSO
  • (S)-N-(1-Amino-5-(2-chloroacetimidamido)-1-oxopentan-2-yl)benzamide hydrochloride
  • 1373232-26-8