Title:
1,1'-BIPHENYL-2,6-DIPHENOLIC COMPOUND AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2022/121317
Kind Code:
A1
Abstract:
Disclosed is a 1,1'-biphenyl-2,6-diphenolic compound and the use thereof. The 1,1'-biphenyl-2,6-diphenolic compound is a new compound, and has good biological activity. By means of in vitro tumor cell activity experiments, it was found that the compound has inhibitory activity on tumor cell proliferation, and has the potential of developing an anti-tumor medicament.
Inventors:
ZHANG TING (CN)
LIN ZUMING (CN)
ZHANG JING (CN)
LIN ZUMING (CN)
ZHANG JING (CN)
Application Number:
PCT/CN2021/107218
Publication Date:
June 16, 2022
Filing Date:
July 20, 2021
Export Citation:
Assignee:
FUJIAN SANAN SINO SCIENCE PHOTOBIOTECH CO LTD (CN)
International Classes:
C07C69/94; A61K31/05; A61K31/06; A61K31/136; A61K31/137; A61K31/16; A61K31/166; A61K31/167; A61K31/175; A61K31/192; A61K31/216; A61K31/235; A61K31/27; A61K31/36; A61K31/401; A61K31/4172; A61K31/455; A61P35/00; C07C39/15; C07C65/105; C07C205/20; C07C215/74; C07C219/34; C07C233/29; C07C233/60; C07C235/42; C07C237/22; C07C243/38; C07C271/16; C07D207/16; C07D213/82; C07D233/64; C07D317/54
Domestic Patent References:
| WO2008013963A2 | 2008-01-31 | |||
| WO2009052319A1 | 2009-04-23 | |||
| WO2009052320A1 | 2009-04-23 | |||
| WO2014134127A1 | 2014-09-04 |
Foreign References:
| CN112500293A | 2021-03-16 | |||
| CN1671639A | 2005-09-21 | |||
| CN101668425A | 2010-03-10 |
Other References:
DATABASE REGISTRY ANONYMOUS : "1,1'-Biphenyl]-3,5-dicarboxylic acid, 4'-(1,1-dimethylheptyl)-2',6'-dihydroxy-, 3,5-dimethyl ester (CA INDEX NAME) OTHER CA INDEX NAMES: CN -3,5-Dimethyl 4'-(1,1-dimethylheptyl)-2',6'-dihydroxy[1,1'-biphenyl]-3,5- dicarboxylate MF -C25 H32 O6 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAIL", XP055942105, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-2-carboxamide, 4'-(1,1-dimethylheptyl)-2',6'-dihydroxy-N,N- bis(1-methylethyl)-5-(trifluoromethyl)-(CA INDEX NAME) OTHER CA INDEX NAMES: CN -4'-(1,1-Dimethylheptyl)-2',6'-dihydroxy-N,N-bis(1-methylethyl)-5- (trifluoromethyl)[1,1'-biphenyl]-2-carboxamide MF -C29 H40 F3 N O3 SR -Other ", XP055942108, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "1,1'-Biphenyl]-2,6-diol, 2'-(bromomethyl)-4-(1,1-dimethylheptyl)- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -2'-(Bromomethyl)-4-(1,1-dimethylheptyl)[1,1'-biphenyl]-2,6-diol MF -C22 H29 Br O2 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942111, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-3'-methyl- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-3'-methyl[1,1'-biphenyl]-2,6-diol MF -C22 H30 O2 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942116, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "1,1'-Biphenyl]-2,3',6-triol, 4-(1,1-dimethylheptyl)-6'-(3-hydroxypropyl)- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-6'-(3-hydroxypropyl)[1,1'-biphenyl]-2,3',6-triol MF -C24 H34 O4 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942119, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-2'-(hydroxymethyl)-5'- (trifluoromethyl)-(CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-2'-(hydroxymethyl)-5'-(trifluoromethyl)[1,1'- biphenyl]-2,6-diol MF -C23 H29 F3 O3 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE I", XP055942122, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-2'-(hydroxymethyl)-5'- (trifluoromethyl)-(CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-2'-(hydroxymethyl)-5'-(trifluoromethyl)[1,1'- biphenyl]-2,6-diol MF -C23 H29 F3 O3 SR -Other Sources Database: GVK BIO 1/1 -(C) FILE REGISTRY RN ", XP055942131, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-3'-(hydroxymethyl)- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-3'-(hydroxymethyl)[1,1'-biphenyl]-2,6-diol MF -C22 H30 O3 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942134, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-2'-(3-hydroxypropyl)- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-2'-(3-hydroxypropyl)[1,1'-biphenyl]-2,6-diol MF -C24 H34 O3 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942146, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-2'-(2-hydroxyethyl)- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-2'-(2-hydroxyethyl)[1,1'-biphenyl]-2,6-diol MF -C23 H32 O3 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942149, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-3-carboxaldehyde, 4'-(1,1-dimethylheptyl)-2',6'-dihydroxy- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4'-(1,1-Dimethylheptyl)-2',6'-dihydroxy[1,1'-biphenyl]-3-carboxaldehyde MF -C22 H28 O3 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942155, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-3-carboxylic acid, 4'-(1,1-dimethylheptyl)-2',6'-dihydroxy-6-(1-methylethenyl)- (CA INDEX NAME) MF -C25 H32 O4 SR -Other Sources Database: ChemSpider (ChemZoo, Inc.) **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942157, retrieved from STN
GAREAU YVES, DUFRESNE CLAUDE, GALLANT MICHEL, ROCHETTE CHANTAL, SAWYER NICOLE, SLIPETZ DEBORAH M, TREMBLAY NATHALIE, WEECH PHILIP : "Structure activity relationships of tetrahydrocannabinol analogues on human cannabinoid receptors", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 6, no. 2, 1 January 1996 (1996-01-01), AMSTERDAM, NL , pages 189 - 194, XP055942160, ISSN: 0960-894X, DOI: 10.1016/0960-894X(95)00573-C
MINUTOLO F. ET AL.: "Metabolically Labile Cannabinoid Esters: A 'Soft Drug' Approach for the Development of Cannabinoid-Based Therapeutic Drugs", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 17, no. 17, 20 June 2007 (2007-06-20), XP022184927, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2007.06.055
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-2-carboxamide, 4'-(1,1-dimethylheptyl)-2',6'-dihydroxy-N,N- bis(1-methylethyl)-5-(trifluoromethyl)-(CA INDEX NAME) OTHER CA INDEX NAMES: CN -4'-(1,1-Dimethylheptyl)-2',6'-dihydroxy-N,N-bis(1-methylethyl)-5- (trifluoromethyl)[1,1'-biphenyl]-2-carboxamide MF -C29 H40 F3 N O3 SR -Other ", XP055942108, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "1,1'-Biphenyl]-2,6-diol, 2'-(bromomethyl)-4-(1,1-dimethylheptyl)- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -2'-(Bromomethyl)-4-(1,1-dimethylheptyl)[1,1'-biphenyl]-2,6-diol MF -C22 H29 Br O2 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942111, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-3'-methyl- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-3'-methyl[1,1'-biphenyl]-2,6-diol MF -C22 H30 O2 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942116, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "1,1'-Biphenyl]-2,3',6-triol, 4-(1,1-dimethylheptyl)-6'-(3-hydroxypropyl)- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-6'-(3-hydroxypropyl)[1,1'-biphenyl]-2,3',6-triol MF -C24 H34 O4 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942119, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-2'-(hydroxymethyl)-5'- (trifluoromethyl)-(CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-2'-(hydroxymethyl)-5'-(trifluoromethyl)[1,1'- biphenyl]-2,6-diol MF -C23 H29 F3 O3 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE I", XP055942122, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-2'-(hydroxymethyl)-5'- (trifluoromethyl)-(CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-2'-(hydroxymethyl)-5'-(trifluoromethyl)[1,1'- biphenyl]-2,6-diol MF -C23 H29 F3 O3 SR -Other Sources Database: GVK BIO 1/1 -(C) FILE REGISTRY RN ", XP055942131, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-3'-(hydroxymethyl)- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-3'-(hydroxymethyl)[1,1'-biphenyl]-2,6-diol MF -C22 H30 O3 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942134, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-2'-(3-hydroxypropyl)- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-2'-(3-hydroxypropyl)[1,1'-biphenyl]-2,6-diol MF -C24 H34 O3 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942146, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-2,6-diol, 4-(1,1-dimethylheptyl)-2'-(2-hydroxyethyl)- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4-(1,1-Dimethylheptyl)-2'-(2-hydroxyethyl)[1,1'-biphenyl]-2,6-diol MF -C23 H32 O3 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942149, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-3-carboxaldehyde, 4'-(1,1-dimethylheptyl)-2',6'-dihydroxy- (CA INDEX NAME) OTHER CA INDEX NAMES: CN -4'-(1,1-Dimethylheptyl)-2',6'-dihydroxy[1,1'-biphenyl]-3-carboxaldehyde MF -C22 H28 O3 SR -Other Sources Database: GVK BIO **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942155, retrieved from STN
DATABASE REGISTRY ANONYMOUS : "[1,1'-Biphenyl]-3-carboxylic acid, 4'-(1,1-dimethylheptyl)-2',6'-dihydroxy-6-(1-methylethenyl)- (CA INDEX NAME) MF -C25 H32 O4 SR -Other Sources Database: ChemSpider (ChemZoo, Inc.) **PROPERTY DATA AVAILABLE IN THE 'PROP' FORMAT**", XP055942157, retrieved from STN
GAREAU YVES, DUFRESNE CLAUDE, GALLANT MICHEL, ROCHETTE CHANTAL, SAWYER NICOLE, SLIPETZ DEBORAH M, TREMBLAY NATHALIE, WEECH PHILIP : "Structure activity relationships of tetrahydrocannabinol analogues on human cannabinoid receptors", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 6, no. 2, 1 January 1996 (1996-01-01), AMSTERDAM, NL , pages 189 - 194, XP055942160, ISSN: 0960-894X, DOI: 10.1016/0960-894X(95)00573-C
MINUTOLO F. ET AL.: "Metabolically Labile Cannabinoid Esters: A 'Soft Drug' Approach for the Development of Cannabinoid-Based Therapeutic Drugs", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 17, no. 17, 20 June 2007 (2007-06-20), XP022184927, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2007.06.055
Attorney, Agent or Firm:
XIAMEN KUANXIN INTELLECTUAL PROPERTY AGENCY CO., LTD. (CN)
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