Dimethyl 4,4'-biphenyldicarboxylate

HCID 13099
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
792-74-5
Standard SMILES
COC(=O)c1ccc(-c2ccc(C(=O)OC)cc2)cc1
InChIKey
BKRIRZXWWALTPU-UHFFFAOYSA-N
Molecular formula
C16H14O4
Average molar mass
270.28 g/mol
Monoisotopic mass
270.08920893

Overview

Nissel has been investigated for the treatment of Chronic Liver Disease.

Names & identifiers

Preferred name
Dimethyl 4,4'-biphenyldicarboxylate
IUPAC
methyl 4-(4-methoxycarbonylphenyl)benzoate
English name
Biphenyl dimethyl dicarboxylate
Molecular formula
C16H14O4
Molecular weight
270.28

Names & synonyms

792-74-5dimethyl [1,1'-biphenyl]-4,4'-dicarboxylateBiphenyl dimethyl dicarboxylateDIMETHYL 4,4'-BIPHENYLDICARBOXYLATENissel4,4'-Biphenyldicarboxylic acid, dimethyl ester4,4'-Bis(methoxycarbonyl)biphenylK61BXA0U9CHSDB 5754Dimethyl (1,1'-biphenyl)-4,4'-dicarboxylateEINECS 212-341-44,4'-dimethyl [1,1'-biphenyl]-4,4'-dicarboxylate
Show more names
B.D.D.v025-46DPDCA-MERARECHEM AL BF 1412TIMTEC-BB SBB005981Biphenyl 4,4-dimethyDIMETHYL 4,4'-DIBENZOATE4,4-Dicarboxymethylbiphenyl
(1,1'-Biphenyl)-4,4'-dicarboxylic acid, 4,4'-dimethyl esterDIMETHYL 4,4'-BIPHENYLDICARBOXYLATE [WHO-DD]4,4'-Dimethyl (1,1'-biphenyl)-4,4'-dicarboxylate[1,1'-Biphenyl]-4,4'-dicarboxylic acid, 4,4'-dimethyl esterRefChem:5881864,4'Biphenyldicarboxylic acid, dimethyl ester(1,1'Biphenyl)4,4'dicarboxylic acid, dimethyl esterDimethyl biphenyl-4,4'-dicarboxylate

Database identifiers

CAS
792-74-5
PubChem CID
13099
DTXSID
DTXSID2061143
ChEMBL
CHEMBL4297409
UNII
K61BXA0U9C
EC Number
212-341-4
Nikkaji
J56.222J

Properties

Computed structural properties

XLogP
3.9
Topological polar surface area
52.6 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
5
Heavy atoms
20

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Other Aromatic Compounds
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesChemical diffusion
Physical DescriptionFine faintly red crystals; [MSDSonline]

Physicochemical properties

Melting point
213 · 213-215 °C (lit.)
Boiling point
373.4 °C · 373.4°C (rough estimate)
Density
1.2117 · 1.2117 (rough estimate)
refractive index
1.5447 · 1.5447 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
Benzene (Slightly, Heated, Sonicated), Chloroform (Slightly, Heated, Sonicated)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazards SummaryMay cause irritation; [MSDSonline] See Biphenyl.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Toxicology

Non-Human Toxicity ExcerptsDimethyl biphenyldicarboxylate provides protective action against CCl4 induced liver lesions in mice and decreases liver glutamate pyruvate transaminase levels.

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
29173990
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used to make insect growth regulators; [HSDB]

USED IN PREPN OF INSECT GROWTH REGULATORS

General Manufacturing Information[1,1'-Biphenyl]-4,4'-dicarboxylic acid, 4,4'-dimethyl ester: INACTIVE
Applications · 2 items

UsesDimethyl biphenyl-4,4'-dicarboxylate is used as a hepatoprotectant in the treatment of chronic hepatitis. At 250 μg/ml, it has been shown to stimulate JAK/STAT signaling and to induce the expression of interferon-α stimulated genes in a HepG2 cell line. It has been used to study hepatic fibrosis and chronic hepatocellular damage. It appears to normalize alanine aminotransferase (ALT) in cases where levels of ALT are elevated. It may be employed as starting reagent for the synthesis of dimethyl 2-fluoro-and 2,2-difluorobiphenyl-4,4-dicarboxylates.

General DescriptionDimethyl biphenyl-4,4′-dicarboxylate is a planar biphenyldicarboxylic acid ester. Crystal data of dimethyl biphenyl-4, 4′-dicarboxylate has been reported.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
上海博尼麦德新材料科技有限公司13764849732 13764849732

Related reactions

7 records
New reaction record

Compound notes

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