ChemicalBook > CAS DataBase List > 1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acid

1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acid

Product Name
1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acid
CAS No.
1233332-37-0
Chemical Name
1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acid
Synonyms
Ex 26;S1P1-IN-Ex26;Ex26 >=98% (HPLC);S1P1 IN Ex26,S-1P1-IN-Ex26,S1P1INEx26;1-({5'-[1-(4-Chloro-3-methyl-phenyl)-ethylamino]-2'-fluoro-3,5-dimethyl-biphenyl-4-carbonyl}-amino)-cyclopropanecarboxylic acid;1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acid;1-[[[5'-[[1-(4-Chloro-3-methylphenyl)ethyl]amino]-2'-fluoro-3,5-dimethyl[1,1'-biphenyl]-4-yl]carbonyl]amino]-cyclopropanecarboxylic acid;Cyclopropanecarboxylic acid, 1-[[[5'-[[1-(4-chloro-3-methylphenyl)ethyl]amino]-2'-fluoro-3,5-dimethyl[1,1'-biphenyl]-4-yl]carbonyl]amino]-
CBNumber
CB03350719
Molecular Formula
C28H28ClFN2O3
Formula Weight
494.98
MOL File
1233332-37-0.mol
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1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acid Property

storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
powder
color 
white to beige
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1680
Product name
Ex26
Purity
≥98% (HPLC)
Packaging
5 mg
Price
$111
Updated
2025/07/31
Sigma-Aldrich
Product number
SML1680
Product name
Ex26
Purity
≥98% (HPLC)
Packaging
25 mg
Price
$447
Updated
2025/07/31
Tocris
Product number
5833
Product name
Ex26
Purity
≥98%(HPLC)
Packaging
50
Price
$774
Updated
2021/12/16
Tocris
Product number
5833
Product name
Ex26
Purity
≥98%(HPLC)
Packaging
10
Price
$184
Updated
2021/12/16
TRC
Product number
C587820
Product name
1-​[[[5''-​[[1-​(4-​Chloro-​3-​methylphenyl)​ethyl]​amino]​-​2''-​fluoro-​3,​5-​dimethyl[1,​1''-​biphenyl]​-​4-​yl]​carbonyl]​amino]​-cyclopropanecarboxyl​icAcid
Packaging
5mg
Price
$275
Updated
2021/12/16
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1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acid Chemical Properties,Usage,Production

Uses

1-?[[[5''-?[[1-?(4-?Chloro-?3-?methylphenyl)?ethyl]?amino]?-?2''-?fluoro-?3,?5-?dimethyl[1,?1''-?biphenyl]?-?4-?yl]?carbonyl]?amino]?-cyclopropanecarboxyl?ic Acid is a potent and selective S1P1 receptor antagonist.

Biological Activity

Ex26 is a peripherally-restricted biphenylcarboxamide derivative th at acts as a highly potent and subtype-selective S1P1 antagonist (IC50 = 0.93 nM against S1PR1 and >3.1 μM against S1PR2/3/4/5). Ex26 significantly elevates CpG-A-stimulated interferon (IFN) production in plasmacytoid dendritic cell culture (10 μM) and prevents S1P1 agonist-induced S1P1 receptor internalization and polyubiquitinylation in HEK cells (0.1-1,000 nM). Ex26 induces lymphocyte sequestration (ED50 = 0.06 mg/kg, i.p.) in lymph nodes and pulmonary edema (2 hr post 30 mg/kg i.p.) in mice, leading to the inhibition of lymphocyte and thymocyte egress (0.1 mg/kg/hr continuously for 3 days after a loading dose of 3 mg/kg). Ex26 has been shown to ameliorate experimental autoimmune encephalomyelitis (EAE) in a mouse MS model and elevate CpG-A-stimulated serum IFN upregulation in mice in vivo (30 mg/kg/d, i.p.).

in vivo

Ex26 (i.p.; 3 mg/kg; once daily; 3 d) treatment disrupts S1P1 signaling inhibiting the lymphocyte and thymocyte egress[1].
Ex26 (i.p.; 30 mg/kg; once daily; 15 d) treatment alleviates experimental autoimmune encephalomyelitis by S1P1 antagonism[1].

Animal Model:Eight-week-old male C57Bl/6J mice[1]
Dosage:3 mg/kg
Administration:Intraperitoneal injection; 3 mg/kg; once daily; 3 days
Result:Induced lymphocyte sequestration at low doses, possessing an ED50 of 0.06 mg/kg after 2 hours treatment. Led to significant retention of T and B cells within the lymph nodes and significant decreases in T and B cells within the spleen.
Animal Model:Eight-week-old male C57Bl/6J mice induced with experimental autoimmune encephalomyelitis[1]
Dosage:30 mg/kg
Administration:Intraperitoneal injection; 30 mg/kg; once daily; 15 days
Result:Inhibited both lymphocyte infiltration and destruction of the white matter in the spinal cord of mice euthanized at the end of the experiment.

storage

Store at +4°C

1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acid Suppliers

China 17 United Kingdom 1 United States 2 USA 1 Global 21
Shanghai YuanYe Biotechnology Co., Ltd.
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021-61312847; 18021002903
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QQ:3008007432
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3008007409@qq.com
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China
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Shanghai Chaolan Chemical Technology Center
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021-QQ：65489617 15618227136
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21-5161 9052
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Sales@ATKchemical.com
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China
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Amadis Chemical Company Limited
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571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
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Shanghai Changyu Medical Technology Co. Ltd.
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+86-13301875428
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sales@changyuhe.com
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China
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Shanghai Hongye Biotechnology Co. Ltd
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400-9205774
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sales@glpbio.cn
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China
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6777
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TargetMol Chemicals Inc.
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+1-781-999-5354; +17819995354
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marketing@targetmol.com
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United States
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Energy Chemical
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021-58432009 400-005-6266
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021-58436166
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marketing@energy-chemical.com
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China
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TargetMol Chemicals Inc.
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4008200310
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marketing@tsbiochem.com
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China
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24961
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Nantong QuanYi Biotechnology Co., Ltd
Tel
0513-66337626 18051384581
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sales@chemhifuture.com
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China
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Shanghai Yifei Biotechnology Co. , Ltd.
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021-65675885 18964387627
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customer_service@efebio.com
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China
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1233332-37-0, 1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acidRelated Search:


  • 1-(5'-((1-(4-chloro-3-methylphenyl)ethyl)amino)-2'-fluoro-3,5-dimethyl-[1,1'-biphenyl]-4-carboxamido)cyclopropane-1-carboxylic acid
  • S1P1-IN-Ex26
  • Ex 26
  • 1-({5'-[1-(4-Chloro-3-methyl-phenyl)-ethylamino]-2'-fluoro-3,5-dimethyl-biphenyl-4-carbonyl}-amino)-cyclopropanecarboxylic acid
  • 1-[[[5'-[[1-(4-Chloro-3-methylphenyl)ethyl]amino]-2'-fluoro-3,5-dimethyl[1,1'-biphenyl]-4-yl]carbonyl]amino]-cyclopropanecarboxylic acid
  • Cyclopropanecarboxylic acid, 1-[[[5'-[[1-(4-chloro-3-methylphenyl)ethyl]amino]-2'-fluoro-3,5-dimethyl[1,1'-biphenyl]-4-yl]carbonyl]amino]-
  • Ex26 >=98% (HPLC)
  • S1P1 IN Ex26,S-1P1-IN-Ex26,S1P1INEx26
  • 1233332-37-0
  • C28H28ClFN2O3