[ CAS No. 343-10-2 ] {[proInfo.proName]}

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2D 3D

Structure of 343-10-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 343-10-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 343-10-2 ]

SDS Specification

Alternatived Products of [ 343-10-2 ]

Product Details of [ 343-10-2 ]

CAS No. :	343-10-2	MDL No. :	MFCD00973836
Formula :	C₁₀H₆FNO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	KCEJQAATYWQMMQ-UHFFFAOYSA-N
M.W :	207.16	Pubchem ID :	721205
Synonyms :

Calculated chemistry of [ 343-10-2 ] Expand+

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	10
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	5.0
Num. H-bond donors :	2.0
Molar Refractivity :	50.68
TPSA :	70.42 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.14 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.42
Log Po/w (XLOGP3) :	2.01
Log Po/w (WLOGP) :	2.2
Log Po/w (MLOGP) :	0.07
Log Po/w (SILICOS-IT) :	1.73
Consensus Log Po/w :	1.48

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.82
Solubility :	0.315 mg/ml ; 0.00152 mol/l
Class :	Soluble
Log S (Ali) :	-3.12
Solubility :	0.159 mg/ml ; 0.000766 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.79
Solubility :	0.34 mg/ml ; 0.00164 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.46

Safety of [ 343-10-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 343-10-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 343-10-2 ]

[ 343-10-2 ] Synthesis Path-Downstream 1~10

1
[ 343-10-2 ]
[ 391-78-6 ]

Reference： [1]Journal of the American Chemical Society,1947,vol. 69,p. 371,373

2
[ 318-35-4 ]
[ 343-10-2 ]

Reference： [1]Journal of Fluorine Chemistry,1999,vol. 94,p. 7 - 10
[2]Journal of the American Chemical Society,1947,vol. 69,p. 371,373
[3]Bioorganic and Medicinal Chemistry,2009,vol. 17,p. 1948 - 1956

3
[ 26832-96-2 ]
[ 343-10-2 ]

Reference： [1]Journal of Fluorine Chemistry,1999,vol. 94,p. 7 - 10
[2]Journal of the American Chemical Society,1947,vol. 69,p. 371,373

4
[ 371-40-4 ]
[ 343-10-2 ]

Yield	Reaction Conditions	Operation in experiment
53%		A-2; 6-Fluoro-4-hydroxy-quinoline-3-carboxylic acid 6-Fluoro-4-hydroxy-quinoline-3-carboxylic acid (A-2) was synthesized following the general scheme above starting from 4-fluoro-phenylamine. Overall yield (53%). 1H NMR (DMSO-d6) delta 15.2 (br s, 1H), 8.89 (s, 1H), 7.93-7.85 (m, 2H), 7.80-7.74 (m, 1H); ESI-MS 207.9 m/z (MH+).

Reference： [1]Patent: US2011/98311,2011,A1
[2]Journal of Fluorine Chemistry,1999,vol. 94,p. 7 - 10

5
[ 343-10-2 ]
[ 391-77-5 ]

Reference： [1]Journal of the American Chemical Society,1947,vol. 69,p. 371,373

6
[ 343-10-2 ]
[ 391-36-6 ]

Reference： [1]Journal of the American Chemical Society,1947,vol. 69,p. 371,373

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; for 2.0h;Reflux;	General procedure: 4-Hydroxyquinoline-3-carboxylic acid ethyl ester (15 g, 69 mmol) was suspended insodium hydroxidesolution (2N, 150 mL) and stirred for 2 h under reflux. After cooling, the mixture was filtered, and the filtrate was acidified to pH 4 with 2N HCl. The resulting precipitate was collected via filtration, washed with water and dried under vacuum to give 4-oxo-1,4-dihydroquinoline-3-carboxylic acid (A-1) as a pale white solid (10.5 g, 92%).1H NMR (d-DMSO) delta 15.34 (s, 1H), 13.42 (s, 1H), 8.89 (s, 1H), 8.28 (d, J=8.0 Hz, 1H), 7.88 (m, 1H), 7.81 (d, J=8.4 Hz, 1H), 7.60 (m, 1H).

8
[ 343-10-2 ]
[ 100-65-2 ]
[ 103802-26-2 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; thionyl chloride; In dichloromethane; benzene;	STEP A N,4-dihydroxy-6-fluoro-N-phenyl-3-quinoline carboxamide 6.2 g of <strong>[343-10-2]4-hydroxy-6-fluoro-3-quinoline carboxylic acid</strong>, 100 ml of anhydrous benzene and 14.28 g of thionyl chloride were refluxed with stirring for 16 hours and then the mixture was cooled. The acid chloride was separated, washed with benzene and dried under reduced pressure at ambient temperature. Small fractions of this product were added with stirring to a mixture cooled to 0 C. of 10 g of N-phenylhydroxylamine, 4.8 ml of pyridine and 50 ml of dichloromethane. The mixture was stirred at ambient temperature for 16 hours and the precipitate was separated, washed with water until chloride ions were eliminated to obtain 6.68 g of N,4-dihydroxy-6-fluoro-N-phenyl-3-quinoline carboxamide which after crystallization from dimethylformamide melted at 260 C.

Reference： [1]Patent: US4588731,1986,A

9
[ 343-10-2 ]
C₁₀H₄Cl₂FNO [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2009,vol. 17,p. 1948 - 1956

10
[ 343-10-2 ]
[ 883535-89-5 ]
6-fluoro-4-hydroxy-N-(2-(2-methyl-1H-indol-1-yl)ethyl)quinoline-3-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20.0℃; for 6.0h;	General procedure: A solution of 2-(2-methyl-1H-indol-1-yl)ethanamine (4a) (65 mg, 0.373 mmol) and 4-(piperidin-1-yl)benzoic acid (5) (76 mg, 1 eq.), and dimethylaminopyridine (catalytic, ?5 mg) in dichloromethane (6 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide.hydrochloride (EDCI) (92 mg, 1.3 eq.) at room temperature. The resulting reaction mixture was stirred for 6h. At the conclusion of the reaction (TLC), water (15 mL) was added to quench the reaction. The product was extracted with ethyl acetate (20mL×3). Organics were washed with dilute HCl (10 mL), saturated NaHCO3 solution (10 mL), water (10 mL) and brine solution (10 mL) and dried over Na2SO4 and concentrated. The resulting crude product was subjected to silica gel chromatography eluting with 0-40% ethyl acetate in hexane to furnish 7k (TG7-152) (100mg, 74% yield). 1H NMR (CDCl3): delta 7.52 (d, J=5.6Hz, 1H), 7.49 (d, J=8.8Hz, 2H), 7.30 (d, J=8Hz, 1H), 7.07 (m, 2H), 6.80 (d, J=8.2Hz, 2H), 6.23 (s, 1H), 5.98 (t, J=5.4Hz, 1H), 4.33 (t, J=6Hz, 2H), 3.76 (q, J=6Hz, 2H), 3.25 (t, J=4.8Hz, 4H), 2.37 (s, 3H), 1.6 (m, 6H). LCMS (ESI): >97% purity at lambda 254, MS; m/z, 362 [M+H]+. Anal. Calcd. for C23H27N3O: C, 76.42; H, 7.53; N, 11.62; found; C, 76.48; H, 7.55; N, 11.59.

Reference： [1]European Journal of Medicinal Chemistry,2014,vol. 82,p. 521 - 535

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Appel Reaction ? Arndt-Eistert Homologation ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chugaev Reaction ? Corey-Kim Oxidation ? Dess-Martin Oxidation ? Hunsdiecker-Borodin Reaction ? Hydride Reductions ? Jones Oxidation ? Martin's Sulfurane Dehydrating Reagent ? Mitsunobu Reaction ? Moffatt Oxidation ? Oxidation of Alcohols by DMSO ? Passerini Reaction ? Preparation of Alcohols ? Preparation of Amines ? Preparation of Carboxylic Acids ? Reactions of Alcohols ? Reactions of Amines ? Reactions of Carboxylic Acids ? Reactions with Organometallic Reagents ? Ritter Reaction ? Schmidt Reaction ? Sharpless Olefin Synthesis ? Specialized Acylation Reagents-Ketenes ? Swern Oxidation ? Ugi Reaction

Historical Records

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[ 343-10-2 ]

Fluorinated Building Blocks

[ 318-35-4 ]

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4-Hydroxy-6-methoxyquinoline-3-carboxylic acid

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[ 318685-41-5 ]

7,8-Difluoroquinoline-3-carboxylic acid

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[ 1137826-05-1 ]

6-Hydroxyquinoline-3-carboxylic acid

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Related Parent Nucleus of
[ 343-10-2 ]

Quinolines

[ 34785-11-0 ]

4-Hydroxyquinoline-3-carboxylic acid

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[ 318-35-4 ]

Ethyl 6-fluoro-4-hydroxyquinoline-3-carboxylate

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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
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P240	Ground/bond container and receiving equipment.
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P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
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P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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P378
P380	Evacuate area.
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P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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P370 + P378	In case of fire:
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H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 343-10-2 ] {[proInfo.proName]}

Quality Control of [ 343-10-2 ]

Related Doc. of [ 343-10-2 ]

Product Details of [ 343-10-2 ]

Calculated chemistry of [ 343-10-2 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 343-10-2 ]

Application In Synthesis of [ 343-10-2 ]

[ 343-10-2 ] Synthesis Path-Downstream 1~10

Technical Information

Related Functional Groups of [ 343-10-2 ]

Fluorinated Building Blocks

Alcohols

Carboxylic Acids

Related Parent Nucleus of [ 343-10-2 ]

Quinolines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 343-10-2 ]

Related Parent Nucleus of
[ 343-10-2 ]