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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 8593Generated: October 23, 2026

Cinchophen

2-PHENYLQUINOLINE-4-CARBOXYLIC ACID · RHEUMIN · 2-PHENYL-4-QUINOLINECARBOXYLIC ACID · artam · agotan · alutyl · atigoa · atocin

https://huagongshe.com/en/chemical/8593

Cinchophen molecular structure

Identifiers & Physical Properties

CAS No.132-60-5
Molecular formulaC16H11NO2
Average molar mass249.26 g/mol
Monoisotopic mass249.07897859 g/mol
SMILESO=C(O)c1cc(-c2ccccc2)nc2ccccc12
InChIKeyYTRMTPPVNRALON-UHFFFAOYSA-N
PubChem CID8593
ChEMBLCHEMBL348000
ChEBICHEBI:114195
EC No.205-067-1
DTXSIDDTXSID0040705

Chemical & Physical Properties

XLogP3.4
Topological polar surface area50.2
Hydrogen bond donors1
Hydrogen bond acceptors3
Rotatable bonds2
Heavy atoms19
Formal charge0
Complexity325
OdorODORLESS
TasteSLIGHTLY BITTER TASTE
Color/FormNEEDLES FROM METHANOL OR DILUTED ALCOHOLWHITE OR YELLOWISH CRYSTALS OR POWDERSMALL, WHITE, NEEDLE-LIKE CRYSTALS
SolubilityRAPIDLY LOSES WATER OF CRYSTALLIZATION ON EXPOSURE TO AIRSOL IN WATER, ALCPRACTICALLY INSOL IN ETHER /LITHIUM SALT OCTAHYDRATE/SOLUBLE IN HOT ALCOHOL, ALKALISLIGHTLY SOL IN HOT ACETONE, HOT BENZENEINSOLUBLE IN PETROLEUM ETHER, WATER1 G DISSOLVES IN ABOUT: 400 ML CHLOROFORM, 100 ML ETHER, 120 ML ALCOHOLalcohol: soluble1g in 120ml(lit.)Insoluble in water
Melting point218 °C214-215 °C (lit.)
Refractive indexINDEX OF REFRACTION IN ORTHORHOMBIC SYSTEM: 1.545 (ALPHA), 1.575 (BETA), EXCEEDS 1.734 (GAMMA)INDEX OF REFRACTION IN TRICLINIC SYSTEM: 1.545 (ALPHA), 1.590 (BETA), 1.630 (GAMMA)1.5300 (estimate)
Stability/Shelf LifeSTABLE TO AIR, BUT TURNS YELLOW UNDER THE INFLUENCE OF LIGHT
Collision Cross Section156.6 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID0040705]161.4 Ų [M-H]- [CCS Type: DTIonization: ESI-156.2 Ų [M+H]+ [CCS Type: DTIonization: APCI+170.4 Ų [M+Na]+ [CCS Type: DT165.67 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]165.35 Ų [M+K]+ [CCS Type: TW153.79 Ų [M+H]+ [CCS Type: TW146.44 Ų [M+H-H2O]+ [CCS Type: TW154.3 Ų [M+H]+ [CCS Type: TW
Other Experimental PropertiesOPTIC SIGN: +ELONGATION: +AXIAL ANGLE: 2V= 45 DEG /ORTHORHOMBIC SYSTEM/OPTIC SIGN: -AXIAL ANGLE: LARGE /TRICLINIC SYSTEM/YELLOW CRYSTALLINE POWDERSLIGHTLY BITTER, ASTRINGENT TASTEMP: 223 °CPRACTICALLY INSOL IN WATERSLIGHTLY SOL IN ALCOHOLSOL IN CHLOROFORM, ETHER /HYDROCHLORIDE/
Boiling point392.37°C (rough estimate)
Density1.1426 (rough estimate)
Storage conditionsKeep in dark place,Sealed in dry,Room Temperature
pKa (acidity coefficient)0.96±0.10(Predicted)
Physical stateSolid
ColorWhite
SensitivityLight Sensitive
Merck14,2288
BRN192803
InChI1S/C16H11NO2/c18-16(19)13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H,(H,18,19)
InChIKeyYTRMTPPVNRALON-UHFFFAOYSA-N
SMILESOC(=O)c1cc(nc2ccccc12)-c3ccccc3
FDA UNII39Y533Z02M
ATC codeM04AC02
UNSPSC Code12352100
NACRESNA.22
GHS pictogramGHS06
Signal wordWarning
GHS hazard statementsH301
GHS precautionary statementsP264-P270-P301+P310a-P321-P405-P501a
Personal protective equipment (PPE)dust mask type N95 (US), Eyeshields, Gloves
Hazard symbolsXn
Risk statements (R)22
Safety statements (S)36/37/39-26
UN transport number3249
Water hazard class (WGK)3
RTECS numberGD4025000
Hazard class6.1(b)
Packing groupIII
Customs code29334990
Storage class11 - Combustible Solids
Hazardous substances data132-60-5(Hazardous Substances Data)
ToxicityLD50 oral in dog: 1250mg/kg

Safety & Regulations

GHS classificationWarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 2 notifications to the ECHA C&L Inventory.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard Classes and CategoriesAcute Tox. 4 (100%)
InteractionsIN DOGS, CINCHOPHEN HAD NO EFFECT ON IOPANOIC ACID EXCRETIO BUT INCR BOTH BILIARY & URINARY EXCRETION OF IOPHENOXIC ACID.
Drug Induced Liver InjuryDrug Induced Liver Injury Rank (DILIrank 2.0)CinchophenvMost-DILI-concern8WithdrawnDOI:10.1016/j.drudis.2016.02.015
Non-Human Toxicity ExcerptsDOSES OF 1 G/KG BY MOUTH ARE LETHAL TO RABBITS... LETHAL DOSE RANGE OF CINCHOPHEN FOR FROGS, MICE, RATS & GUINEA PIGS BY VARIETY OF ROUTES LIES BETWEEN 0.5 & 1.0 G/KG. DEATH APPEARS TO RESULT FROM RESPIRATORY PARALYSIS.INDUCTION OF UDP-GLUCURONYL TRANSFERASE ACTIVITY IN RAT EXTRAHEPATIC TISSUES HAS BEEN REPORTED FOLLOWING CINCHOPHEN...ADMIN...CINCHOPHEN, 3-HYDROXYCINCHOPHEN, 6-HYDROXYCINCHOPHEN, 7-HYDROXYCINCHOPHEN, & 8-HYDROXYCINCHOPHEN INHIBITED RAT LIVER GLUTAMATE-PYRUVATE TRANSAMINASE MORE THAN GLUTAMATE-OXALACETATE TRANSAMINASE.IV ADMIN OF CINCHOPHEN CAUSED ULCERATIVE ENTEROCOLITIS IN DOGS. ULCERS WERE CLOSELY ASSOCIATED WITH PEYER'S PATCHES. GRANULOMATA WERE OCCASIONALLY SEEN IN MUCOSA & ADJACENT MESENTERIC NODES ALSO.For more Non-Human Toxicity Excerpts (Complete) data for CINCHOPHEN (6 total), please visit the HSDB record page.
Personal protective equipment (PPE)dust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK)3
RTECS numberGD4025000
UN transport number3249
Customs code29334990
ToxicityLD50 oral in dog: 1250mg/kg
Risk statements (R)22
Signal wordWarning
GHS pictogramGHS06
Hazard symbolsXn
Safety statements (S)36/37/39-26
Hazard class6.1(b)
Storage class11 - Combustible Solids
Packing groupIII
GHS hazard statementsH301
GHS precautionary statementsP264-P270-P301+P310a-P321-P405-P501a
Hazardous substances data132-60-5(Hazardous Substances Data)

Applications & Uses

Uses

analgesic, antipyretic, antiinflammatory

Uses

Cinchophen and its derivatives can show antipyretic, analgesic, anti-oxidative, and anti-inflammatory properties.