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BB-Cl-Amidine

CAS No.
1802637-39-3
Chemical Name:
BB-Cl-Amidine
Synonyms
CS-2826;BB-Cl-Amidine;N-{(1S)-1-(1H-Benzimidazol-2-yl)-4-[(2-chloroethanimidoyl)amino]butyl}-4-biphenylcarboxamide;(S)-N-(1-(1H-Benzo[d]imidazol-2-yl)-4-(2-chloroacetimidamido)butyl)-[1,1'-biphenyl]-4-carboxamide;Peptidylarginine Deiminase,Inhibitor,BBClAmidine,BB Cl Amidine,Protein Arginine Deiminase,inhibit;N-[(1S)-1-(1H-1,3-benzodiazol-2-yl)-4-(2-chloroethanimidamido)butyl]-[1,1'-biphenyl]-4-carboxamide;[1,1'-Biphenyl]-4-carboxamide, N-[(1S)-1-(1H-benzimidazol-2-yl)-4-[(2-chloro-1-iminoethyl)amino]butyl]-
CBNumber:
CB63152560
Molecular Formula:
C26H26ClN5O
Molecular Weight:
459.971
MDL Number:
MFCD31746879
MOL File:
1802637-39-3.mol
Last updated:2025-04-18 09:51:21

BB-Cl-Amidine Properties

storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility DMSO:76.33(Max Conc. mg/mL);165.94(Max Conc. mM)
DMF:20.0(Max Conc. mg/mL);43.48(Max Conc. mM)
Water:70.0(Max Conc. mg/mL);152.18(Max Conc. mM)
Ethanol:54.5(Max Conc. mg/mL);118.48(Max Conc. mM)
Ethanol:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);1.09(Max Conc. mM)
form A crystalline solid
color white to beige
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

BB-Cl-Amidine price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 17079 BB-Cl-Amidine ≥95% 1802637-39-3 1mg $68 2024-03-01 Buy
Cayman Chemical 17079 BB-Cl-Amidine ≥95% 1802637-39-3 10mg $302 2024-03-01 Buy
Cayman Chemical 17079 BB-Cl-Amidine ≥95% 1802637-39-3 500μg $99 2021-12-16 Buy
Cayman Chemical 17079 BB-Cl-Amidine ≥95% 1802637-39-3 5mg $169 2024-03-01 Buy
AK Scientific 6591EJ BB-Cl-Amidine 1802637-39-3 1mg $313 2021-12-16 Buy
Product number Packaging Price Buy
17079 1mg $68 Buy
17079 10mg $302 Buy
17079 500μg $99 Buy
17079 5mg $169 Buy
6591EJ 1mg $313 Buy

BB-Cl-Amidine Chemical Properties,Uses,Production

Description

BB-Cl-Amidine is a modified version of Cl-amidine that retains the functional components but possesses a C-terminal benzimidazole group designed to limit proteolysis of the C-terminal amide. BB-Cl-Amidine irreversibly inactivates all four PAD subtypes (kinact/KI = 16,100, 4,100, 6,800, and 13,300 M-1min-1 for PAD1-4, respectively) by covalently modifying an active site cysteine that is important for its catalytic activity. The cellular potency of BB-Cl-amidine against PAD4 is increased 20-fold over the parent compound (EC50 = 8.8 μM versus >200 μM for Cl-amidine). BB-Cl-Amidine also has a significantly longer in vivo half-life than Cl-amidine (1.75 h versus ~15 min, respectively). Both compounds inhibit the formation of neutrophil extracellular traps without altering H2O2 production by neutrophils. BB-Cl-Amidine is effective in vivo, improving endothelial function while downregulating the expression of type I interferon-regulated genes in MRL/lpr mice.

Uses

BB-Cl-Amidine is a peptidylarginine deminase (PAD) inhibitor.

in vivo

Treatment with BB-Cl-amidine subtly reduces splenomegaly in MRL/lpr mice, while there is a trend towards increased circulating levels of anti-NET antibodies with PAD inhibitor treatment. However, neither PAD inhibitor affected body weight or total IgG levels. Indeed, treatment with both Cl-amidine and BB-Cl-amidine significantly improves endothelium-dependent vasorelaxation. The BB-Cl-amidine group also shows a strong trend towards downregulation of IRGs. Treatment with either Cl-amidine or BB-Cl-amidine significantly improves muzzle alopecia, in many cases preventing it entirely[1].

Animal Model:MRL/lpr mice[1].
Dosage:1 mg/kg.
Administration:Subcutaneous injection daily from 8 to 14 weeks of age.
Result:Significantly improved endothelium-dependent vasorelaxation and showed a strong trend towards downregulation of IRGs.

References

[1] Knight JS, et al. Peptidylarginine deiminase inhibition disrupts NET formation and protects against kidney, skin and vascular disease in lupus-prone MRL/lpr mice. Ann Rheum Dis. 2015 Dec;74(12):2199-206. DOI:10.1136/annrheumdis-2014-205365

BB-Cl-Amidine Preparation Products And Raw materials

Raw materials

Preparation Products

BB-Cl-Amidine Suppliers

Global( 46)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32159 58
Career Henan Chemica Co
+86-0371-86658258 +8613203830695 laboratory@coreychem.com China 30231 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6391 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43340 58
ShangHai Caerulum Pharma Discovery Co., Ltd. 18149758185 18149758185 sales-cpd@caerulumpharma.com China 3466 58
Shanghai Lollane Biological Technology Co.,Ltd. 021-52996696,15000506266 15000506266 China 4601 55
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9803 58
ShangHai Biochempartner Co.,Ltd 17754423994 17754423994 2853530910@QQ.com China 8011 62
Shanghai Anyinuo Biomedical Technology Co., Ltd. 021-34625901 420970979@qq.com China 5843 58
Beijing Minruida Technology Co., Ltd. 010-82387566 18001021521; sales@mreda.com.cn China 10788 58
BB-Cl-Amidine CS-2826 N-{(1S)-1-(1H-Benzimidazol-2-yl)-4-[(2-chloroethanimidoyl)amino]butyl}-4-biphenylcarboxamide [1,1'-Biphenyl]-4-carboxamide, N-[(1S)-1-(1H-benzimidazol-2-yl)-4-[(2-chloro-1-iminoethyl)amino]butyl]- Peptidylarginine Deiminase,Inhibitor,BBClAmidine,BB Cl Amidine,Protein Arginine Deiminase,inhibit (S)-N-(1-(1H-Benzo[d]imidazol-2-yl)-4-(2-chloroacetimidamido)butyl)-[1,1'-biphenyl]-4-carboxamide N-[(1S)-1-(1H-1,3-benzodiazol-2-yl)-4-(2-chloroethanimidamido)butyl]-[1,1'-biphenyl]-4-carboxamide 1802637-39-3