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BB-Cl-Amidine

Product Name
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]-;BB-CI-Amidine N1-[1,4’-phenyl]benzoyl-N5-(2-chloro-1-iminoethyl)-1-(1H-benzo[d]imidazol-2-yl)-L-ornithine
CBNumber
CB63152560
Molecular Formula
C26H26ClN5O
Formula Weight
459.971
MOL File
1802637-39-3.mol
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BB-Cl-Amidine Property

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
InChIKey
YDOAWJHYHGBQFI-QHCPKHFHSA-N
SMILES
C1(C2=CC=CC=C2)=CC=C(C(N[C@H](C2NC3=CC=CC=C3N=2)CCCNC(=N)CCl)=O)C=C1
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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

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

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N-Bromosuccinimide Price

Cayman Chemical
Product number
17079
Product name
BB-Cl-Amidine
Purity
≥95%
Packaging
1mg
Price
$68
Updated
2024/03/01
Cayman Chemical
Product number
17079
Product name
BB-Cl-Amidine
Purity
≥95%
Packaging
10mg
Price
$302
Updated
2024/03/01
Cayman Chemical
Product number
17079
Product name
BB-Cl-Amidine
Purity
≥95%
Packaging
500μg
Price
$99
Updated
2021/12/16
Cayman Chemical
Product number
17079
Product name
BB-Cl-Amidine
Purity
≥95%
Packaging
5mg
Price
$169
Updated
2024/03/01
AK Scientific
Product number
6591EJ
Product name
BB-Cl-Amidine
Packaging
1mg
Price
$313
Updated
2021/12/16
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BB-Cl-Amidine Chemical Properties,Usage,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

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BB-Cl-Amidine Suppliers

China 47 India 1 United States 5 Global 53
Shaanxi Kebele Pharmaceutical R&D Co., Ltd
Tel
13119135307 13119135307;
Email
3866620171@qq.com
Country
China
ProdList
2918
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58
ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3506
Advantage
58
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696，15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4769
Advantage
55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
ShangHai Biochempartner Co.,Ltd
Tel
177-54423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8000
Advantage
62
Shanghai Rechem science Co., Ltd.
Tel
021-31433387 15618786686
Fax
QQ:1369748377
Email
sales@rechemscience.com
Country
China
ProdList
2991
Advantage
58
Shanghai SuperLan Chemcial Technique Centre
Tel
0-2022843681 15618226720
Fax
+86-21-51601218
Email
chaolaichem@foxmail.com
Country
China
ProdList
12475
Advantage
58
Shanghai Anyinuo Biomedical Technology Co., Ltd.
Tel
021-34625901 18018851262;
Email
420970979@qq.com
Country
China
ProdList
5894
Advantage
58
Beijing Minruida Technology Co., Ltd.
Tel
010-82387566 18001021521;
Fax
82387566-801
Email
sales@mreda.com.cn
Country
China
ProdList
10083
Advantage
58
Fan De(Beijing) Biotechnology Co., Ltd.
Tel
15911056312
Email
liming@bio-fount.com
Country
China
ProdList
9729
Advantage
58

1802637-39-3, BB-Cl-AmidineRelated Search:


  • CS-2826
  • BB-Cl-Amidine
  • 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
  • BB-CI-Amidine N1-[1,4’-phenyl]benzoyl-N5-(2-chloro-1-iminoethyl)-1-(1H-benzo[d]imidazol-2-yl)-L-ornithine
  • 1802637-39-3