TR 14035

Modify Date: 2024-01-03 05:09:13

TR 14035 Structure
TR 14035 structure
 Common Name TR 14035
CAS Number 232271-19-1 Molecular Weight 474.333
Density 1.3±0.1 g/cm3 Boiling Point 604.0±55.0 °C at 760 mmHg
Molecular Formula C24H21Cl2NO5 Melting Point N/A
MSDS N/A Flash Point 319.1±31.5 °C

 Use of TR 14035


TR-14035 is a a dual alpha4beta7(IC50=7 nM)/alpha4beta1 (IC50=87 nM) integrin antagonist .IC50 Value: alpha(4)beta(7)/alpha(4)beta(1)=7/87 nM [1]Target: integrinTR14035 blocked the binding of human alpha(4)beta(7) to an (125)I-MAdCAM-Ig fusion protein with IC(50) values of 0.75 nM. TR14035 blocked binding of human alpha(4)beta(7)-expressing RPMI-8866 cells or murine mesenteric lymph node lymphocytes to MAdCAM-Ig with IC(50) values of 0.1 microM [2]. TR14035 blocked adhesion to HEVs [ED(50) of 0.01-0.1 mpk i.v.].TR-14035 was taken up by rat and human hepatocytes by an apparently single saturable mechanism with K(m) of 6.7 and 2.1 microM, respectively, and taurocholate and digoxin reduced this uptake [3].

 Names

Name (2S)-2-[(2,6-dichlorobenzoyl)amino]-3-[4-(2,6-dimethoxyphenyl)phenyl]propanoic acid
Synonym More Synonyms

 TR 14035 Biological Activity

Description TR-14035 is a a dual alpha4beta7(IC50=7 nM)/alpha4beta1 (IC50=87 nM) integrin antagonist .IC50 Value: alpha(4)beta(7)/alpha(4)beta(1)=7/87 nM [1]Target: integrinTR14035 blocked the binding of human alpha(4)beta(7) to an (125)I-MAdCAM-Ig fusion protein with IC(50) values of 0.75 nM. TR14035 blocked binding of human alpha(4)beta(7)-expressing RPMI-8866 cells or murine mesenteric lymph node lymphocytes to MAdCAM-Ig with IC(50) values of 0.1 microM [2]. TR14035 blocked adhesion to HEVs [ED(50) of 0.01-0.1 mpk i.v.].TR-14035 was taken up by rat and human hepatocytes by an apparently single saturable mechanism with K(m) of 6.7 and 2.1 microM, respectively, and taurocholate and digoxin reduced this uptake [3].
Related Catalog
References

[1]. Sircar I, et al. Synthesis and SAR of N-benzoyl-L-biphenylalanine derivatives: discovery of TR-14035, a dual alpha(4)beta(7)/alpha(4)beta(1) integrin antagonist. Bioorg Med Chem. 2002 Jun;10(6):2051-66.

[2]. Egger LA, et al. Alpha(4)beta(7)/alpha(4)beta(1) dual integrin antagonists block alpha(4)beta(7)-dependent adhesion under shear flow. J Pharmacol Exp Ther. 2002 Jul;302(1):153-62.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 604.0±55.0 °C at 760 mmHg
Molecular Formula C24H21Cl2NO5
Molecular Weight 474.333
Flash Point 319.1±31.5 °C
Exact Mass 473.079681
PSA 84.86000
LogP 3.67
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.607
Storage condition 2-8℃

 Synthetic Route

N-(2,6-dichlorobenzoyl)-4-(2,6-dimethoxyphenyl)-L-phenylalanine methyl ester structure

N-(2,6-dichloro...

CAS#:232275-99-9

~84%

TR 14035 Structure

TR 14035

CAS#:232271-19-1

Literature: Sircar, Ila; Gudmundsson, Kristjan S.; Martin, Richard; Liang, Jimmy; Nomura, Sumihiro; Jayakumar, Honnappa; Teegarden, Bradley R.; Nowlin, Dawn M.; Cardarelli, Pina M.; Mah, Jason R.; Connell, Samuel; Griffith, Ronald C.; Lazarides, Elias Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 6 p. 2051 - 2066
H-Phe(4-Br)-OH structure

H-Phe(4-Br)-OH

CAS#:24250-84-8

~%

TR 14035 Structure

TR 14035

CAS#:232271-19-1

Literature: Sircar, Ila; Gudmundsson, Kristjan S.; Martin, Richard; Liang, Jimmy; Nomura, Sumihiro; Jayakumar, Honnappa; Teegarden, Bradley R.; Nowlin, Dawn M.; Cardarelli, Pina M.; Mah, Jason R.; Connell, Samuel; Griffith, Ronald C.; Lazarides, Elias Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 6 p. 2051 - 2066
2,6-Dimethoxyphenylboronic acid structure

2,6-Dimethoxyph...

CAS#:23112-96-1

~%

TR 14035 Structure

TR 14035

CAS#:232271-19-1

Literature: Sircar, Ila; Gudmundsson, Kristjan S.; Martin, Richard; Liang, Jimmy; Nomura, Sumihiro; Jayakumar, Honnappa; Teegarden, Bradley R.; Nowlin, Dawn M.; Cardarelli, Pina M.; Mah, Jason R.; Connell, Samuel; Griffith, Ronald C.; Lazarides, Elias Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 6 p. 2051 - 2066
2,6-Dichlorobenzoyl chloride structure

2,6-Dichloroben...

CAS#:4659-45-4

~%

TR 14035 Structure

TR 14035

CAS#:232271-19-1

Literature: Sircar, Ila; Gudmundsson, Kristjan S.; Martin, Richard; Liang, Jimmy; Nomura, Sumihiro; Jayakumar, Honnappa; Teegarden, Bradley R.; Nowlin, Dawn M.; Cardarelli, Pina M.; Mah, Jason R.; Connell, Samuel; Griffith, Ronald C.; Lazarides, Elias Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 6 p. 2051 - 2066
1,3-Dimethoxybenzene structure

1,3-Dimethoxybenzene

CAS#:151-10-0

~%

TR 14035 Structure

TR 14035

CAS#:232271-19-1

Literature: Sircar, Ila; Gudmundsson, Kristjan S.; Martin, Richard; Liang, Jimmy; Nomura, Sumihiro; Jayakumar, Honnappa; Teegarden, Bradley R.; Nowlin, Dawn M.; Cardarelli, Pina M.; Mah, Jason R.; Connell, Samuel; Griffith, Ronald C.; Lazarides, Elias Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 6 p. 2051 - 2066
N-(2,6-dichlorobenzoyl)-4-bromo-L-phenylalanine methyl ester structure

N-(2,6-dichloro...

CAS#:232277-15-5

~%

TR 14035 Structure

TR 14035

CAS#:232271-19-1

Literature: Sircar, Ila; Gudmundsson, Kristjan S.; Martin, Richard; Liang, Jimmy; Nomura, Sumihiro; Jayakumar, Honnappa; Teegarden, Bradley R.; Nowlin, Dawn M.; Cardarelli, Pina M.; Mah, Jason R.; Connell, Samuel; Griffith, Ronald C.; Lazarides, Elias Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 6 p. 2051 - 2066

 Synonyms

(2S)-2-[(2,6-dichlorobenzoyl)amino]-3-(2',6'-dimethoxybiphenyl-4-yl)propanoic acid (non-preferred name)
(2S)-2-[(2,6-Dichlorobenzoyl)amino]-3-(2',6'-dimethoxy-4-biphenylyl)propanoic acid
TR-14035
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Chemsrc provides TR 14035(CAS#:232271-19-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of TR 14035 are included as well.>> amp version: TR 14035

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