기본 정보
- 표준 SMILES
O=C(O)c1cc(-c2ccccc2)nc2ccccc12- InChIKey
YTRMTPPVNRALON-UHFFFAOYSA-N- 분자식
- C16H11NO2
- 평균 분자량
- 249.26 g/mol
- 단동위원소 질량
- 249.07897859
이름 및 식별자
- 우선 이름
- Cinchophen
- IUPAC
- 2-phenylquinoline-4-carboxylic acid
- 현지명
- 신코펜
- 영어명
- CINCHOPHEN
- 분자식
- C16H11NO2
- 분자량
- 249.26
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
132-60-5- PubChem CID
- 8593
- DTXSID
DTXSID0040705- ChEMBL
CHEMBL348000- ChEBI
CHEBI:114195- UNII
- 39Y533Z02M
- EC Number
- 205-067-1
- Nikkaji
- J5.573E
물성
구조 계산 물성
- XLogP
- 3.4
- 극성 표면적
- 50.2 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 19
- 형식 전하
- 0
- 복잡도
- 325
실험 및 물리화학적 성질
Color/Form
NEEDLES FROM METHANOL OR DILUTED ALCOHOL
WHITE OR YELLOWISH CRYSTALS OR POWDER
SMALL, WHITE, NEEDLE-LIKE CRYSTALS
Solubility
RAPIDLY LOSES WATER OF CRYSTALLIZATION ON EXPOSURE TO AIR; SOL IN WATER, ALC; PRACTICALLY INSOL IN ETHER /LITHIUM SALT OCTAHYDRATE/
SOLUBLE IN HOT ALCOHOL, ALKALI; SLIGHTLY SOL IN HOT ACETONE, HOT BENZENE; INSOLUBLE IN PETROLEUM ETHER, WATER
1 G DISSOLVES IN ABOUT: 400 ML CHLOROFORM, 100 ML ETHER, 120 ML ALCOHOL
Refractive Index
INDEX 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); INDEX OF REFRACTION IN TRICLINIC SYSTEM: 1.545 (ALPHA), 1.590 (BETA), 1.630 (GAMMA)
Collision Cross Section
156.6 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID0040705];161.4 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID0040705];156.2 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID0040705];170.4 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID0040705]
165.67 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];165.35 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];153.79 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];146.44 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
154.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Other Experimental Properties
OPTIC SIGN: +; ELONGATION: +; AXIAL ANGLE: 2V= 45 DEG /ORTHORHOMBIC SYSTEM/
OPTIC SIGN: -; AXIAL ANGLE: LARGE /TRICLINIC SYSTEM/
YELLOW CRYSTALLINE POWDER; SLIGHTLY BITTER, ASTRINGENT TASTE; MP: 223 °C; PRACTICALLY INSOL IN WATER; SLIGHTLY SOL IN ALCOHOL; SOL IN CHLOROFORM, ETHER /HYDROCHLORIDE/
물리화학적 성질
- 녹는점
- 214 · 214-215 °C (lit.)
- 끓는 점
- 392.37 °C · 392.37°C (rough estimate)
- 밀도
- 1.1426 · 1.1426 (rough estimate)
- 굴절률
- 1.53 · 1.5300 (estimate)
- 저장 조건
- Keep in dark place,Sealed in dry,Room Temperature
- 용해도
- 120 ml · 알코올: 120ml(lit.)에 1g 용해
- 산도 계수 (pKa)
- 0.96 · 0.96±0.10(Predicted)
- 물리적 상태
- 고체
- 색상
- 하얀색
- 수용성
- 물에 불용성
- Merck
- 14 · 14,2288
- BRN
- 192803 · 192803
- InChI
- 1S/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)
- InChIKey
- YTRMTPPVNRALON-UHFFFAOYSA-N
- SMILES
- OC(=O)c1cc(nc2ccccc12)-c3ccccc3
화학적 성질
BEIGE POWDER
안전 및 규제
GHS 분류
GHS Classification
Warning
H302 (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.
유해성 정보
독성 정보
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Cinchophen
vMost-DILI-concern
8
Withdrawn
DOI:10.1016/j.drudis.2016.02.015
Non-Human Toxicity Excerpts
DOSES 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.
안전 데이터
- wgk
- 3
- rtecs
- GD4025000
- ridadr
- 3249
- 독성
- LD50 oral in dog: 1250mg/kg
- HS 번호
- 29334990
- risk_code
- 22
- hazard_code
- Xn
- safety_code
- 36/37/39-26
- 포장분류
- III
- 위험 등급
- 6.1(b)
- 스토리지 클래스
- 11 - Combustible Solids
- 유해 물질 데이터
- 132-60-5(Hazardous Substances Data)
화학 및 산업
약리 정보
ATC Code
M - Musculo-skeletal system;M04 - Antigout preparations;M04A - Antigout preparations;M04AC - Preparations with no effect on uric acid metabolism;M04AC02 - Cinchophen
QM - Musculo-skeletal system;QM04 - Antigout preparations;QM04A - Antigout preparations;QM04AC - Preparations with no effect on uric acid metabolism;QM04AC02 - Cinchophen
Metabolism/Metabolites
2% 2-O-OXYPHENYLQUINOLINE-4-CARBOXYLIC ACID WAS EXCRETED IN URINE FROM HUMANS AFTER DOSAGE WITH CINCHOPHEN. /FROM TABLE/
YIELDS 8-HYDROXY-2-PHENYLQUINOLINE-4-CARBOXYLIC ACID & 2-(P-HYDROXYPHENYL)QUINOLINE-4-CARBOXYLIC ACID IN DOG: HARTIALA, K, TERHO, T & HAKKINEN, I; BIOCHEM PHARMAC, 16, 843 (1967). /FROM TABLE/
용도 및 제조
Methods of Manufacturing
PREPARED BY HEATING PYRUVIC ACID WITH ANILINE & BENZALDEHYDE OR WITH BENZYLIDENE ANILINE IN ABSOLUTE ALCOHOL: DOEBNER, GIESEKE, ANN 242, 290 (1887). ALSO FROM ACETOPHENONE & ISATINIC ACID IN ALCOHOLIC KOH: PFITZINGER, J PRAKT CHEM 38, 582 (1882); 56, 293 (1897).
응용 분야
용도Cinchophen and its derivatives can show antipyretic, analgesic, anti-oxidative, and anti-inflammatory properties.
상·하류 제품 정보
상류 원료
공급사50 곳
관련 반응
연결된 노트
불러오는 중…