Details
Stereochemistry | ACHIRAL |
Molecular Formula | 2C16H10NO2.Sr |
Molecular Weight | 584.13 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Sr++].[O-]C(=O)C1=CC(=NC2=C1C=CC=C2)C3=CC=CC=C3.[O-]C(=O)C4=CC(=NC5=C4C=CC=C5)C6=CC=CC=C6
InChI
InChIKey=MMLPHAZOEWREPK-UHFFFAOYSA-L
InChI=1S/2C16H11NO2.Sr/c2*18-16(19)13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14;/h2*1-10H,(H,18,19);/q;;+2/p-2
DescriptionCurator's Comment: Description was created based on several sources, including
http://www.un.org/esa/coordination/CL12.pdf
Curator's Comment: Description was created based on several sources, including
http://www.un.org/esa/coordination/CL12.pdf
Cinchophen, phenylcinchoninic acid, seems to have been discovered in 1887 by Doebner and Gieseke and to have been introduced into medicine under the trade name of atophan in 1908 by Nicolaier and Dohrn. Since that time it has been used extensively for gout as well as for other forms of arthritis and for the relief of pain of all types. Use of Cinchophen in humans ceased in the 1930s due to the discovery that it can cause serious liver damage.
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P12841 Gene ID: 314322.0 Gene Symbol: Fos Target Organism: Rattus norvegicus (Rat) Sources: https://www.ncbi.nlm.nih.gov/pubmed/8981440 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Palliative | Atophan Approved UseIt has been used extensively for gout as well as for other forms of arthritis and for the relief of pain of all types. |
Doses
Dose | Population | Adverse events |
---|---|---|
485.9 mg 3 times / day multiple, oral Dose: 485.9 mg, 3 times / day Route: oral Route: multiple Dose: 485.9 mg, 3 times / day Sources: |
unhealthy, 19 years n = 1 Health Status: unhealthy Age Group: 19 years Sex: F Population Size: 1 Sources: |
Other AEs: Jaundice, Nausea... |
485.9 mg 1 times / day multiple, oral Dose: 485.9 mg, 1 times / day Route: oral Route: multiple Dose: 485.9 mg, 1 times / day Sources: |
unhealthy, 38 years n = 1 Health Status: unhealthy Condition: acute rheumatism Age Group: 38 years Sex: F Population Size: 1 Sources: |
Disc. AE: Jaundice... AEs leading to discontinuation/dose reduction: Jaundice (grade 5) Sources: |
300 mg 1 times / day multiple, oral (mean) Dose: 300 mg, 1 times / day Route: oral Route: multiple Dose: 300 mg, 1 times / day Sources: |
unhealthy, 57 - 67 years n = 3 Health Status: unhealthy Condition: gout Age Group: 57 - 67 years Sex: F Population Size: 3 Sources: |
Disc. AE: Hepatitis... Other AEs: Hepatic failure... AEs leading to discontinuation/dose reduction: Hepatitis (acute, 2 patients) Other AEs:Hepatic failure (severe|grade 5, 1 patient) Sources: |
0.5 g 1 times / day multiple, oral Dose: 0.5 g, 1 times / day Route: oral Route: multiple Dose: 0.5 g, 1 times / day Sources: |
unhealthy, 59 years n = 1 Health Status: unhealthy Age Group: 59 years Sex: F Population Size: 1 Sources: |
Disc. AE: Hepatitis, Agranulocytosis... AEs leading to discontinuation/dose reduction: Hepatitis Sources: Agranulocytosis |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Abdominal pain | 485.9 mg 3 times / day multiple, oral Dose: 485.9 mg, 3 times / day Route: oral Route: multiple Dose: 485.9 mg, 3 times / day Sources: |
unhealthy, 19 years n = 1 Health Status: unhealthy Age Group: 19 years Sex: F Population Size: 1 Sources: |
|
Jaundice | 485.9 mg 3 times / day multiple, oral Dose: 485.9 mg, 3 times / day Route: oral Route: multiple Dose: 485.9 mg, 3 times / day Sources: |
unhealthy, 19 years n = 1 Health Status: unhealthy Age Group: 19 years Sex: F Population Size: 1 Sources: |
|
Nausea | 485.9 mg 3 times / day multiple, oral Dose: 485.9 mg, 3 times / day Route: oral Route: multiple Dose: 485.9 mg, 3 times / day Sources: |
unhealthy, 19 years n = 1 Health Status: unhealthy Age Group: 19 years Sex: F Population Size: 1 Sources: |
|
Jaundice | grade 5 Disc. AE |
485.9 mg 1 times / day multiple, oral Dose: 485.9 mg, 1 times / day Route: oral Route: multiple Dose: 485.9 mg, 1 times / day Sources: |
unhealthy, 38 years n = 1 Health Status: unhealthy Condition: acute rheumatism Age Group: 38 years Sex: F Population Size: 1 Sources: |
Hepatitis | acute, 2 patients Disc. AE |
300 mg 1 times / day multiple, oral (mean) Dose: 300 mg, 1 times / day Route: oral Route: multiple Dose: 300 mg, 1 times / day Sources: |
unhealthy, 57 - 67 years n = 3 Health Status: unhealthy Condition: gout Age Group: 57 - 67 years Sex: F Population Size: 3 Sources: |
Hepatic failure | severe|grade 5, 1 patient | 300 mg 1 times / day multiple, oral (mean) Dose: 300 mg, 1 times / day Route: oral Route: multiple Dose: 300 mg, 1 times / day Sources: |
unhealthy, 57 - 67 years n = 3 Health Status: unhealthy Condition: gout Age Group: 57 - 67 years Sex: F Population Size: 3 Sources: |
Agranulocytosis | Disc. AE | 0.5 g 1 times / day multiple, oral Dose: 0.5 g, 1 times / day Route: oral Route: multiple Dose: 0.5 g, 1 times / day Sources: |
unhealthy, 59 years n = 1 Health Status: unhealthy Age Group: 59 years Sex: F Population Size: 1 Sources: |
Hepatitis | Disc. AE | 0.5 g 1 times / day multiple, oral Dose: 0.5 g, 1 times / day Route: oral Route: multiple Dose: 0.5 g, 1 times / day Sources: |
unhealthy, 59 years n = 1 Health Status: unhealthy Age Group: 59 years Sex: F Population Size: 1 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
A series of quinoline analogues as potent inhibitors of C. albicans prolyl tRNA synthetase. | 2001 Feb 26 |
|
Synthesis of brequinar analogue inhibitors of malaria parasite dihydroorotate dehydrogenase. | 2005 Mar 15 |
|
Comprehensive screening and quantification of veterinary drugs in milk using UPLC-ToF-MS. | 2008 Jul |
|
Poly[bis-(μ-hemihydrogen 2-phenyl-quinoline-4-carboxyl-ato-κN,O)silver(I)]. | 2009 Jan 23 |
|
A correlation between the in vitro drug toxicity of drugs to cell lines that express human P450s and their propensity to cause liver injury in humans. | 2014 Jan |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1679861
The mean dose was 300 mg/day for a mean duration of 3-4 months
Route of Administration:
Unknown
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13694701
Cinchophen (200 ug /ml) reduced the response of the isolated guinea-pig ileum to bradykinin.
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59672-10-5
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2GLT524JVL
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SUB01309MIG
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76959708
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100000084829
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ACTIVE MOIETY
PARENT (SALT/SOLVATE)
SUBSTANCE RECORD