86-68-0

Basic information

• Product Name: QUININIC ACID
• Synonyms: 6-METHOXY-4-QUINOLINECARBOXYLIC ACID;6-METHOXYQUINOLINE-4-CARBOXYLIC ACID;QUININIC ACID;Cinchoninic Acid, 6-methoxy-;Nsc 403610
• CAS NO: 86-68-0
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.19
• EINECS: 237-014-3
• Product Categories: Fluorescent;Quinoline
• Mol File: 86-68-0.mol
• Article Data: 14

Chemical Properties

• Melting Point: 280°C (decompose)
• Boiling Point: 341.49°C (rough estimate)
• Flash Point: 186.9 °C
• Appearance: Pale yellow/crystals
• Density: 1.2621 (rough estimate)
• Vapor Pressure: 1.25E-06mmHg at 25°C
• Refractive Index: 1.4950 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Solubility Slightly soluble in water, cold ethanol, ether
• PKA: 5.53(at 25℃)
• Merck: 14,8062
• CAS DataBase Reference: QUININIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: QUININIC ACID(86-68-0)
• EPA Substance Registry System: QUININIC ACID(86-68-0)

Safety Data

• Hazardous Substances Data: 86-68-0(Hazardous Substances Data)

Usage

Description

QUININIC ACID, also known as 6-methoxy-4-quinolinecarboxylic Acid, is a derivative of 4-quinolinecarboxylic acids. It is a potential antitumor and antiviral agent with applications in various fields due to its unique properties.
Used in Pharmaceutical Industry:
QUININIC ACID is used as a potential antitumor agent for the treatment of conditions such as leukemia. Its ability to target and inhibit the growth of cancer cells makes it a promising candidate for cancer therapy.
Additionally, QUININIC ACID is used as an antiviral agent, helping to combat viral infections and limit their impact on the human body.
Used in Immunosuppressive Applications:
QUININIC ACID is used as an immunosuppressive reagent, which can help regulate the immune system and prevent overactive immune responses that may lead to autoimmune diseases or transplant rejections.
Used in Dermatological Treatments:
In the field of dermatology, QUININIC ACID is used for the treatment of skin and epithelial diseases. Its properties can help alleviate symptoms and promote healing for various skin conditions.
Used in Drug Resistance Reversal:
QUININIC ACID is used in the preparation of tetrahydroisoquinoline amides, which serve as multidrug resistance reversers. This application can help overcome resistance to certain medications, improving treatment outcomes for patients with drug-resistant conditions.

Sources

https://www.sigmaaldrich.com/catalog/product/aldrich/174823?lang=en®ion=US https://link.springer.com/article/10.1007/s11094-009-0187-1 https://patents.google.com/patent/US5084462A/en https://patents.google.com/patent/US4861783A/en

InChI:InChI=1/C11H9NO3/c1-15-7-2-3-10-9(6-7)8(11(13)14)4-5-12-10/h2-6H,1H3,(H,13,14)

Upstream product

• 6443-89-6 6-methoxyquinoline-4-carbonitrile 
• 5345-57-3 6-methoxyquinoline-4-carboxylic acid ethyl ester 
• 858276-95-6 2-iodo-6-methoxy-quinoline-4-carboxylic acid 
• 4594-91-6 6-methoxy-4-styryl-quinoline 
• 5345-56-2 2-chloro-6-methoxy-quinoline-4-carboxylic acid ethyl ester 
• 84-55-9 viquidil 
• 56-54-2 quinidine 
• 130-95-0 Quinine 
• 127-06-0 acetone oxime 
• 865-47-4 potassium tert-butylate 
• 75-65-0 tert-butyl alcohol 
• 14528-53-1 6'-methoxycinchoninone 
• 7722-84-1 dihydrogen peroxide 
• 1435-55-8 dihydroquinidine 

Downstream Products

• 4312-44-1 6-hydroxyquinoline-4-carboxylic acid 
• 19834-77-6 methyl 6-methoxyquinoline-4-carboxylate 
• 5345-57-3 6-methoxyquinoline-4-carboxylic acid ethyl ester 
• 74-87-3 methylene chloride 
• 6279-51-2 6-methoxy-4-aminoquinoline 
• 859780-30-6 6-hydroxy-quinoline-4-carbonyl chloride 
• 31610-09-0 Xanthochininsaeure-ethylester 
• 525-39-3 6-ethoxy-quinoline-4-carboxylic acid 
• 534-07-6 1,3-Dichloroacetone 
• 314741-44-1 [R]-2-(6-methoxyquinolin-4-yl)oxirane 
• 92288-15-8 (6-methoxyquinolin-4-yl)methanol 

Relevant articles and documents

6,7-Dimethoxy-2-phenethyl-1,2,3,4-tetrahydroisoquinoline amides and corresponding ester isosteres as multidrug resistance reversers

Aiming to deepen the structure–activity relationships of the two P-glycoprotein (P-gp) modulators elacridar and tariquidar, a new series of amide and ester derivatives carrying a 6,7-dimethoxy-2-phenethyl-1,2,3,4-tetrahydroisoquinoline scaffold linked to different methoxy-substituted aryl moieties were synthesised. The obtained compounds were evaluated for their P-gp interaction profile and selectivity towards the two other ABC transporters, multidrug-resistance-associated protein-1 and breast cancer resistance protein, showing to be very active and selective versus P-gp. Two amide derivatives, displaying the best P-gp activity, were tested in co-administration with the antineoplastic drug doxorubicin in different cancer cell lines, showing a significant sensitising activity towards doxorubicin. The investigation on the chemical stability of the derivatives towards spontaneous or enzymatic hydrolysis, showed that amides are stable in both models while some ester compounds were hydrolysed in human plasma. This study allowed us to identify two chemosensitizers that behave as non-transported substrates and are characterised by different selectivity profiles.

NOVEL FAP INHIBITORS

The present invention relates to novel inhibitors having high selectivity and specificity for FAP (fibroblast activation protein). Said inhibitors are useful as a human and/or veterinary medicine, in particular for the treatment and/or prevention of FAP-related disorders such as but not limited to proliferative disorders.

NOVEL FAP INHIBITORS

The present invention relates to novel inhibitors having high selectivity and specificity for FAP (fibroblast activation protein). Said inhibitors are useful as a human and/or veterinary medicine, in particular for the treatment and/or prevention of FAP-related disorders such as but not limited to proliferative disorders.