Quinolines and derivatives

Aromatic organic heterocyclic compounds that contain a benzene ring fused with a six-membered ring that contains one nitrogen atom and five carbon atoms. Includes compounds that are derived from quinolines.

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91 – 105 of 4,235 results

Quinaldic acid, 98%

CAS: 93-10-7 Molecular Formula: C10H7NO2 Molecular Weight (g/mol): 173.17 MDL Number: MFCD00006752 InChI Key: LOAUVZALPPNFOQ-UHFFFAOYSA-N Synonym: quinaldic acid,2-quinolinecarboxylic acid,quinaldinic acid,2-carboxyquinoline,quinaldate,2-quinolinylcarboxylic acid,2-quinoline carboxylic acid,2-quinolinecarboxylate,2-quinaldic acid,2-quinolinecarbocylic acid PubChem CID: 7124 ChEBI: CHEBI:18386 IUPAC Name: quinoline-2-carboxylic acid SMILES: OC(=O)C1=CC=C2C=CC=CC2=N1

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Specifications

PubChem CID	7124
CAS	93-10-7
Molecular Weight (g/mol)	173.17
ChEBI	CHEBI:18386
MDL Number	MFCD00006752
SMILES	OC(=O)C1=CC=C2C=CC=CC2=N1
Synonym	quinaldic acid,2-quinolinecarboxylic acid,quinaldinic acid,2-carboxyquinoline,quinaldate,2-quinolinylcarboxylic acid,2-quinoline carboxylic acid,2-quinolinecarboxylate,2-quinaldic acid,2-quinolinecarbocylic acid
IUPAC Name	quinoline-2-carboxylic acid
InChI Key	LOAUVZALPPNFOQ-UHFFFAOYSA-N
Molecular Formula	C10H7NO2

MilliporeSigma™ Propidium Iodide, Calbiochem™,

CAS: 25535-16-4 Molecular Formula: C27H34I2N4 Molecular Weight (g/mol): 668.406 InChI Key: XJMOSONTPMZWPB-UHFFFAOYSA-M Synonym: propidium iodide,propidium diiodide,3,8-diamino-5-3-diethyl methyl ammonio propyl-6-phenylphenanthridin-5-ium iodide,unii-tp416o228t,3,8-diamino-5-3-diethylmethylammonio propyl-6-phenylphenanthridinium diiodide,3,8-diamino-5-3-diethylaminopropyl-6-phenylphenanthridinium iodide methiodide,phenanthridinium, 3,8-diamino-5-3-diethylmethylammonio propyl-6-phenyl-, diiodide PubChem CID: 104981 ChEBI: CHEBI:51240 IUPAC Name: 3-(3,8-diamino-6-phenylphenanthridin-5-ium-5-yl)propyl-diethyl-methylazanium;diiodide SMILES: CC[N+](C)(CC)CCC[N+]1=C2C=C(C=CC2=C3C=CC(=CC3=C1C4=CC=CC=C4)N)N.[I-].[I-]

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PubChem CID	104981
CAS	25535-16-4
Molecular Weight (g/mol)	668.406
ChEBI	CHEBI:51240
SMILES	CC[N+](C)(CC)CCC[N+]1=C2C=C(C=CC2=C3C=CC(=CC3=C1C4=CC=CC=C4)N)N.[I-].[I-]
Synonym	propidium iodide,propidium diiodide,3,8-diamino-5-3-diethyl methyl ammonio propyl-6-phenylphenanthridin-5-ium iodide,unii-tp416o228t,3,8-diamino-5-3-diethylmethylammonio propyl-6-phenylphenanthridinium diiodide,3,8-diamino-5-3-diethylaminopropyl-6-phenylphenanthridinium iodide methiodide,phenanthridinium, 3,8-diamino-5-3-diethylmethylammonio propyl-6-phenyl-, diiodide
IUPAC Name	3-(3,8-diamino-6-phenylphenanthridin-5-ium-5-yl)propyl-diethyl-methylazanium;diiodide
InChI Key	XJMOSONTPMZWPB-UHFFFAOYSA-M
Molecular Formula	C27H34I2N4

5-Chloro-8-hydroxyquinoline, 98%

CAS: 130-16-5 Molecular Formula: C₉H₆ClNO Molecular Weight (g/mol): 179.61 MDL Number: MFCD00006788 InChI Key: CTQMJYWDVABFRZ-UHFFFAOYSA-N Synonym: 5-chloro-8-hydroxyquinoline,cloxiquine,cloxyquin,5-chloro-8-quinolinol,dermofongin,5-chlorooxine,8-quinolinol, 5-chloro,chlorisept,dermofungin,5-chloro-8-oxyquinoline PubChem CID: 2817 IUPAC Name: 5-chloroquinolin-8-ol SMILES: C1=CC2=C(C=CC(=C2N=C1)O)Cl

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PubChem CID	2817
CAS	130-16-5
Molecular Weight (g/mol)	179.61
MDL Number	MFCD00006788
SMILES	C1=CC2=C(C=CC(=C2N=C1)O)Cl
Synonym	5-chloro-8-hydroxyquinoline,cloxiquine,cloxyquin,5-chloro-8-quinolinol,dermofongin,5-chlorooxine,8-quinolinol, 5-chloro,chlorisept,dermofungin,5-chloro-8-oxyquinoline
IUPAC Name	5-chloroquinolin-8-ol
InChI Key	CTQMJYWDVABFRZ-UHFFFAOYSA-N
Molecular Formula	C₉H₆ClNO

(+)-Quinidine

CAS: 56-54-2 Molecular Formula: C20H24N2O2 Molecular Weight (g/mol): 324.42 MDL Number: MFCD00135581,MFCD00198096 InChI Key: LOUPRKONTZGTKE-LHHVKLHASA-N Synonym: quinidine,+-quinidine,chinidin,pitayine,cin-quin,8r,9s-quinidine,conquinine,conchinin,quinidex,conchinine PubChem CID: 441074 ChEBI: CHEBI:28593 IUPAC Name: (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol SMILES: COC1=CC=C2N=CC=C([C@H](O)[C@H]3C[C@@H]4CCN3C[C@@H]4C=C)C2=C1

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PubChem CID	441074
CAS	56-54-2
Molecular Weight (g/mol)	324.42
ChEBI	CHEBI:28593
MDL Number	MFCD00135581,MFCD00198096
SMILES	COC1=CC=C2N=CC=C([C@H](O)[C@H]3C[C@@H]4CCN3C[C@@H]4C=C)C2=C1
Synonym	quinidine,+-quinidine,chinidin,pitayine,cin-quin,8r,9s-quinidine,conquinine,conchinin,quinidex,conchinine
IUPAC Name	(S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
InChI Key	LOUPRKONTZGTKE-LHHVKLHASA-N
Molecular Formula	C20H24N2O2

6,9-Dichloro-2-methoxyacridine, 98%

CAS: 86-38-4 Molecular Formula: C14H9Cl2NO Molecular Weight (g/mol): 278.132 MDL Number: MFCD00005028 InChI Key: RYRNQWYNHLLOGX-UHFFFAOYSA-N Synonym: halocrin,3,9-dichloro-7-methoxyacridine,halocrine,6.9-dichloro-2-methoxyacridine,2-methoxy-6,9-dichloroacridine,acridine,9-dichloro-2-methoxy,acridine, 6,9-dichloro-2-methoxy,bidd:gt0206,6,9dichloro-2-methoxyacridine,6,9-dichloro-2-methoxy-acridine PubChem CID: 66577 IUPAC Name: 6,9-dichloro-2-methoxyacridine SMILES: COC1=CC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)Cl

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Specifications

PubChem CID	66577
CAS	86-38-4
Molecular Weight (g/mol)	278.132
MDL Number	MFCD00005028
SMILES	COC1=CC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)Cl
Synonym	halocrin,3,9-dichloro-7-methoxyacridine,halocrine,6.9-dichloro-2-methoxyacridine,2-methoxy-6,9-dichloroacridine,acridine,9-dichloro-2-methoxy,acridine, 6,9-dichloro-2-methoxy,bidd:gt0206,6,9dichloro-2-methoxyacridine,6,9-dichloro-2-methoxy-acridine
IUPAC Name	6,9-dichloro-2-methoxyacridine
InChI Key	RYRNQWYNHLLOGX-UHFFFAOYSA-N
Molecular Formula	C14H9Cl2NO

5,7-Dibromo-8-hydroxyquinoline, MP Biomedicals

CAS: 521-74-4 Molecular Formula: C9H5Br2NO Molecular Weight (g/mol): 302.953 InChI Key: ZDASUJMDVPTNTF-UHFFFAOYSA-N Synonym: broxyquinoline,5,7-dibromo-8-hydroxyquinoline,5,7-dibromo-8-quinolinol,broxyquinolin,dibromoxin,dibromoxine,dibromoxyquinoline,broxiquinoline,dibromoquin,broxykinolin PubChem CID: 2453 IUPAC Name: 5,7-dibromoquinolin-8-ol SMILES: C1=CC2=C(C(=C(C=C2Br)Br)O)N=C1

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PubChem CID	2453
CAS	521-74-4
Molecular Weight (g/mol)	302.953
SMILES	C1=CC2=C(C(=C(C=C2Br)Br)O)N=C1
Synonym	broxyquinoline,5,7-dibromo-8-hydroxyquinoline,5,7-dibromo-8-quinolinol,broxyquinolin,dibromoxin,dibromoxine,dibromoxyquinoline,broxiquinoline,dibromoquin,broxykinolin
IUPAC Name	5,7-dibromoquinolin-8-ol
InChI Key	ZDASUJMDVPTNTF-UHFFFAOYSA-N
Molecular Formula	C9H5Br2NO

5,7-Dichlorokynurenic acid

CAS: 190908-40-8 Molecular Formula: C10H7Cl2NO4 Molecular Weight (g/mol): 276.069 MDL Number: MFCD11045951 InChI Key: READYYZXDSXRQJ-UHFFFAOYSA-N Synonym: 5,7-dichlorokynurenic acid monohydrate,dcka hydrate,c10h5cl2no3 hydrate,5,7-dichloro-4-hydroxyquinoline-2-carboxylic acid monohydrate,5,7-dichlorokynurenic acid monohydrate, solid hplc,2-quinolinecarboxylic acid, 5,7-dichloro-4-hydroxy-, monohydrate,2-quinolinecarboxylicacid, 5,7-dichloro-4-hydroxy-, hydrate 1:1,5,7-dichloro-4-oxo-1,4-dihydroquinoline-2-carboxylic acid-water 1/1 PubChem CID: 23723057 IUPAC Name: 5,7-dichloro-4-oxo-1H-quinoline-2-carboxylic acid;hydrate SMILES: C1=C(C=C2C(=C1Cl)C(=O)C=C(N2)C(=O)O)Cl.O

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PubChem CID	23723057
CAS	190908-40-8
Molecular Weight (g/mol)	276.069
MDL Number	MFCD11045951
SMILES	C1=C(C=C2C(=C1Cl)C(=O)C=C(N2)C(=O)O)Cl.O
Synonym	5,7-dichlorokynurenic acid monohydrate,dcka hydrate,c10h5cl2no3 hydrate,5,7-dichloro-4-hydroxyquinoline-2-carboxylic acid monohydrate,5,7-dichlorokynurenic acid monohydrate, solid hplc,2-quinolinecarboxylic acid, 5,7-dichloro-4-hydroxy-, monohydrate,2-quinolinecarboxylicacid, 5,7-dichloro-4-hydroxy-, hydrate 1:1,5,7-dichloro-4-oxo-1,4-dihydroquinoline-2-carboxylic acid-water 1/1
IUPAC Name	5,7-dichloro-4-oxo-1H-quinoline-2-carboxylic acid;hydrate
InChI Key	READYYZXDSXRQJ-UHFFFAOYSA-N
Molecular Formula	C10H7Cl2NO4

7-Chlorokynurenic acid, 98+%

CAS: 18000-24-3 Molecular Formula: C10H6ClNO3 Molecular Weight (g/mol): 223.61 MDL Number: MFCD00069227 InChI Key: UAWVRVFHMOSAPU-UHFFFAOYSA-N Synonym: 7-chlorokynurenic acid,7-chloro-4-hydroxyquinoline-2-carboxylic acid,7-cl-kyna,7-chloro-kynurenic acid,unii-s7936qon2k,7-chloro-4-hydroxy-2-carboxyquinoline,7-cka,7-chloro-4-hydroxy-2-quinolinecarboxylic acid,2-quinolinecarboxylic acid, 7-chloro-1,4-dihydro-4-oxo,cka PubChem CID: 1884 ChEBI: CHEBI:63965 IUPAC Name: 7-chloro-4-oxo-1,4-dihydroquinoline-2-carboxylic acid SMILES: OC(=O)C1=CC(=O)C2=CC=C(Cl)C=C2N1

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Specifications

PubChem CID	1884
CAS	18000-24-3
Molecular Weight (g/mol)	223.61
ChEBI	CHEBI:63965
MDL Number	MFCD00069227
SMILES	OC(=O)C1=CC(=O)C2=CC=C(Cl)C=C2N1
Synonym	7-chlorokynurenic acid,7-chloro-4-hydroxyquinoline-2-carboxylic acid,7-cl-kyna,7-chloro-kynurenic acid,unii-s7936qon2k,7-chloro-4-hydroxy-2-carboxyquinoline,7-cka,7-chloro-4-hydroxy-2-quinolinecarboxylic acid,2-quinolinecarboxylic acid, 7-chloro-1,4-dihydro-4-oxo,cka
IUPAC Name	7-chloro-4-oxo-1,4-dihydroquinoline-2-carboxylic acid
InChI Key	UAWVRVFHMOSAPU-UHFFFAOYSA-N
Molecular Formula	C10H6ClNO3

6-Amino-5-bromoquinoline, 97%

CAS: 50358-42-4 Molecular Formula: C9H7BrN2 Molecular Weight (g/mol): 223.073 MDL Number: MFCD00234503 InChI Key: MODLGTLYXJGDCH-UHFFFAOYSA-N PubChem CID: 12741232 IUPAC Name: 5-bromoquinolin-6-amine SMILES: C1=CC2=C(C=CC(=C2Br)N)N=C1

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Specifications

PubChem CID	12741232
CAS	50358-42-4
Molecular Weight (g/mol)	223.073
MDL Number	MFCD00234503
SMILES	C1=CC2=C(C=CC(=C2Br)N)N=C1
IUPAC Name	5-bromoquinolin-6-amine
InChI Key	MODLGTLYXJGDCH-UHFFFAOYSA-N
Molecular Formula	C9H7BrN2

100

8-Aminoquinoline, 98+%

CAS: 578-66-5 Molecular Formula: C9H8N2 Molecular Weight (g/mol): 144.177 MDL Number: MFCD00006809 InChI Key: WREVVZMUNPAPOV-UHFFFAOYSA-N Synonym: 8-aminoquinoline,8-quinolinamine,8-quinolylamine,quinoline, 8-amino,quinolin-8-ylamine,unii-u34eav21tg,8-amino quinoline,ccris 1683,u34eav21tg,8-amino-quinoline PubChem CID: 11359 IUPAC Name: quinolin-8-amine SMILES: C1=CC2=C(C(=C1)N)N=CC=C2

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Specifications

PubChem CID	11359
CAS	578-66-5
Molecular Weight (g/mol)	144.177
MDL Number	MFCD00006809
SMILES	C1=CC2=C(C(=C1)N)N=CC=C2
Synonym	8-aminoquinoline,8-quinolinamine,8-quinolylamine,quinoline, 8-amino,quinolin-8-ylamine,unii-u34eav21tg,8-amino quinoline,ccris 1683,u34eav21tg,8-amino-quinoline
IUPAC Name	quinolin-8-amine
InChI Key	WREVVZMUNPAPOV-UHFFFAOYSA-N
Molecular Formula	C9H8N2

101

4-Hydroxyquinoline, 98%

CAS: 611-36-9 Molecular Formula: C9H7NO Molecular Weight (g/mol): 145.16 MDL Number: MFCD00006777,MFCD00956391 InChI Key: PMZDQRJGMBOQBF-UHFFFAOYSA-N Synonym: 4-hydroxyquinoline,quinolin-4-ol,4-quinolinol,quinolin-4 1h-one,4 1h-quinolinone,kynurine,4-hydroxy quinoline,quinoline, 4-hydroxy,ccris 4329,4-chinolinol PubChem CID: 69141 ChEBI: CHEBI:15815 IUPAC Name: 1H-quinolin-4-one SMILES: O=C1C=CNC2=CC=CC=C12

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Specifications

PubChem CID	69141
CAS	611-36-9
Molecular Weight (g/mol)	145.16
ChEBI	CHEBI:15815
MDL Number	MFCD00006777,MFCD00956391
SMILES	O=C1C=CNC2=CC=CC=C12
Synonym	4-hydroxyquinoline,quinolin-4-ol,4-quinolinol,quinolin-4 1h-one,4 1h-quinolinone,kynurine,4-hydroxy quinoline,quinoline, 4-hydroxy,ccris 4329,4-chinolinol
IUPAC Name	1H-quinolin-4-one
InChI Key	PMZDQRJGMBOQBF-UHFFFAOYSA-N
Molecular Formula	C9H7NO

102

4-Trifluoromethyl-2(1H)-quinolinone, 97%, Thermo Scientific Chemicals

CAS: 25199-84-2 Molecular Formula: C10H6F3NO Molecular Weight (g/mol): 213.159 MDL Number: MFCD03407380 InChI Key: UUROBWTVZZNDFD-UHFFFAOYSA-N Synonym: 2-hydroxy-4-trifluoromethyl quinoline,4-trifluoromethyl quinolin-2-ol,4-trifluoromethyl-2 1h-quinolinone,4-trifluoromethyl-1h-quinolin-2-one,2 1h-quinolinone, 4-trifluoromethyl,4-trifluoromethyl quinolin-2 1h-one,pubchem5867,ksc495g1t,4-trifluoromethylquinolin-2-one,4-trifluoromethyl-quinolin-2-ol PubChem CID: 2759347 IUPAC Name: 4-(trifluoromethyl)-1H-quinolin-2-one SMILES: C1=CC=C2C(=C1)C(=CC(=O)N2)C(F)(F)F

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Specifications

PubChem CID	2759347
CAS	25199-84-2
Molecular Weight (g/mol)	213.159
MDL Number	MFCD03407380
SMILES	C1=CC=C2C(=C1)C(=CC(=O)N2)C(F)(F)F
Synonym	2-hydroxy-4-trifluoromethyl quinoline,4-trifluoromethyl quinolin-2-ol,4-trifluoromethyl-2 1h-quinolinone,4-trifluoromethyl-1h-quinolin-2-one,2 1h-quinolinone, 4-trifluoromethyl,4-trifluoromethyl quinolin-2 1h-one,pubchem5867,ksc495g1t,4-trifluoromethylquinolin-2-one,4-trifluoromethyl-quinolin-2-ol
IUPAC Name	4-(trifluoromethyl)-1H-quinolin-2-one
InChI Key	UUROBWTVZZNDFD-UHFFFAOYSA-N
Molecular Formula	C10H6F3NO

103

Nicergoline

CAS: 27848-84-6 Molecular Formula: C24H26BrN3O3 Molecular Weight (g/mol): 484.394 MDL Number: MFCD00869626 InChI Key: YSEXMKHXIOCEJA-FVFQAYNVSA-N Synonym: nicergoline,nicotergoline,nimergoline,nimergoline base,nicergolinum,nicergolin,nicergolina,sermion,nicergolin german,nicergolina dcit PubChem CID: 34040 IUPAC Name: [(6aR,9R,10aS)-10a-methoxy-4,7-dimethyl-6a,8,9,10-tetrahydro-6H-indolo[4,3-fg]quinoline-9-yl]methyl 5-bromopyridine-3-carboxylate SMILES: CN1CC(CC2(C1CC3=CN(C4=CC=CC2=C34)C)OC)COC(=O)C5=CC(=CN=C5)Br

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Specifications

PubChem CID	34040
CAS	27848-84-6
Molecular Weight (g/mol)	484.394
MDL Number	MFCD00869626
SMILES	CN1CC(CC2(C1CC3=CN(C4=CC=CC2=C34)C)OC)COC(=O)C5=CC(=CN=C5)Br
Synonym	nicergoline,nicotergoline,nimergoline,nimergoline base,nicergolinum,nicergolin,nicergolina,sermion,nicergolin german,nicergolina dcit
IUPAC Name	[(6aR,9R,10aS)-10a-methoxy-4,7-dimethyl-6a,8,9,10-tetrahydro-6H-indolo[4,3-fg]quinoline-9-yl]methyl 5-bromopyridine-3-carboxylate
InChI Key	YSEXMKHXIOCEJA-FVFQAYNVSA-N
Molecular Formula	C24H26BrN3O3

104

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline, 99+%

CAS: 16357-59-8 Molecular Formula: C14H17NO3 Molecular Weight (g/mol): 247.29 MDL Number: MFCD00006703 InChI Key: GKQLYSROISKDLL-UHFFFAOYNA-N Synonym: eedq,2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline,n-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline,ethyl 2-ethoxyquinoline-1 2h-carboxylate,1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline,2-ethoxy-1 2h-quinolinecarboxylic acid, ethyl ester,1 2h-quinolinecarboxylic acid, 2-ethoxy-, ethyl ester,ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate,ethyl 1,2-dihydro-2-ethoxy-1-quinolinecarboxylate,ethyl n-2-ethoxy-1,2-dihydroquinoline carboxylate PubChem CID: 27833 IUPAC Name: ethyl 2-ethoxy-2H-quinoline-1-carboxylate SMILES: CCOC1C=CC2=CC=CC=C2N1C(=O)OCC

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Specifications

PubChem CID	27833
CAS	16357-59-8
Molecular Weight (g/mol)	247.29
MDL Number	MFCD00006703
SMILES	CCOC1C=CC2=CC=CC=C2N1C(=O)OCC
Synonym	eedq,2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline,n-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline,ethyl 2-ethoxyquinoline-1 2h-carboxylate,1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline,2-ethoxy-1 2h-quinolinecarboxylic acid, ethyl ester,1 2h-quinolinecarboxylic acid, 2-ethoxy-, ethyl ester,ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate,ethyl 1,2-dihydro-2-ethoxy-1-quinolinecarboxylate,ethyl n-2-ethoxy-1,2-dihydroquinoline carboxylate
IUPAC Name	ethyl 2-ethoxy-2H-quinoline-1-carboxylate
InChI Key	GKQLYSROISKDLL-UHFFFAOYNA-N
Molecular Formula	C14H17NO3

105

Quinidine, 98%, anhydrous

CAS: 56-54-2 Molecular Formula: C20H24N2O2 Molecular Weight (g/mol): 324.42 MDL Number: MFCD00135581,MFCD00198096 InChI Key: LOUPRKONTZGTKE-LHHVKLHASA-N Synonym: quinidine,+-quinidine,chinidin,pitayine,cin-quin,8r,9s-quinidine,conquinine,conchinin,quinidex,conchinine PubChem CID: 441074 ChEBI: CHEBI:28593 SMILES: COC1=CC=C2N=CC=C([C@H](O)[C@H]3C[C@@H]4CCN3C[C@@H]4C=C)C2=C1

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Specifications

PubChem CID	441074
CAS	56-54-2
Molecular Weight (g/mol)	324.42
ChEBI	CHEBI:28593
MDL Number	MFCD00135581,MFCD00198096
SMILES	COC1=CC=C2N=CC=C([C@H](O)[C@H]3C[C@@H]4CCN3C[C@@H]4C=C)C2=C1
Synonym	quinidine,+-quinidine,chinidin,pitayine,cin-quin,8r,9s-quinidine,conquinine,conchinin,quinidex,conchinine
InChI Key	LOUPRKONTZGTKE-LHHVKLHASA-N
Molecular Formula	C20H24N2O2

Quinolines and derivatives

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