[ CAS No. 386715-34-0 ] {[proInfo.proName]}

Name: 386715-34-0|6-(Trifluoromethyl)thionicotinamide|95%
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3d Animation Molecule Structure of 386715-34-0

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Quality Control of [ 386715-34-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 386715-34-0 ]

SDS Specification

Alternatived Products of [ 386715-34-0 ]

Product Details of [ 386715-34-0 ]

CAS No. :	386715-34-0	MDL No. :	MFCD02173905
Formula :	C₇H₅F₃N₂S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PDBGSSVKKHIEBN-UHFFFAOYSA-N
M.W :	206.19	Pubchem ID :	2777886
Synonyms :

Calculated chemistry of [ 386715-34-0 ] Expand+

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.14
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	1.0
Molar Refractivity :	44.7
TPSA :	71.0 Å²

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) :	-6.67 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.38
Log Po/w (XLOGP3) :	1.25
Log Po/w (WLOGP) :	2.89
Log Po/w (MLOGP) :	1.16
Log Po/w (SILICOS-IT) :	2.98
Consensus Log Po/w :	1.93

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.12
Solubility :	1.58 mg/ml ; 0.00767 mol/l
Class :	Soluble
Log S (Ali) :	-2.34
Solubility :	0.944 mg/ml ; 0.00458 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.71
Solubility :	0.402 mg/ml ; 0.00195 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.83

Safety of [ 386715-34-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P322-P330-P332+P313-P337+P313-P340-P362-P363-P403-P403+P233-P405-P501	UN#:	N/A
Hazard Statements:	H302-H312-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 386715-34-0 ]

* 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 [ 386715-34-0 ]

[ 386715-34-0 ] Synthesis Path-Downstream 1~4

2
[ 386715-34-0 ]
[ 84746-34-9 ]
[ 933781-47-6 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol Heating / reflux;	10.5 g 6-Trifluoromethyl-thionicotinamide (derived from 6-Trifluoromethyl-nicotinic acid according to the method described for 5-Chloromethyl-4-methyl-2-(1-methyl-cyclohexyl)-oxazole and 5-Chloromethyl-2-(4,4-difluoro-cyclohexyl)-4-methoxymethyl-thiazole) and 10.0 g 2-Chloro-4-methoxy-3-oxo-butyric acid methyl ester were dissolved in 100 ml ethanol and heated under reflux overnight. The cooled reaction mixture was evaporated under reduced pressure and the resulting residue was purified by RP-HPLC to obtain 1.9 g 4-Methoxymethyl-2-(6-trifluoromethyl-pyridin-3-yl)-thiazole-5-carboxylic acid methyl ester.C13H11F3N2O3S (332.30), MS (ESI): 333.0 (M+H+).

Reference： [1]Current Patent Assignee: SANOFI - US2008/261979, 2008, A1 Location in patent: Page/Page column 57-58

3
[ 386715-34-0 ]
[ 609-15-4 ]
ethyl 4-methyl-2-(6-(trifluoromethyl)pyridin-3-yl)thiazole-5-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol at 95℃; for 36h;	1 Step 1: Ethyl 2-chloroacetate (4.77 mL, 32.7 mmol) was added to a solution of 6- (trifluoromethyl)pyridine-3-carbothioamide (5.0 g, 24.25 mmol) in ethanol (80 mL) and the mixture was heated to reflux at 95°C for 36 h. After cooling to rt, the resulting suspension was filtered off and dried in vacuum give ethyl 4-methyl-2-(6-(trifluoromethyl)pyridin-3-yl)thiazole-5- carboxylate. The filtrate was concentrated and then triturated with a small amount of EtOH, filtered off cold and dried in vacuo to give more ethyl 4-methyl-2-(6-(trifluoromethyl)pyridin-3- yl)thiazole-5-carboxylate. LCMS (method b) m/z317.1 [M+H]+, tR = 1.25 min.1H NMR (400 MHz, DMSO-d6) δ ppm 9.35 (s, 1H), 8.64 (d, J = 7.4 Hz, 1H), 8.06 (d, J = 8.3 Hz, 1H), 4.33 (q, J = 7.2 Hz, 2H), 2.74 (s, 3H), 1.32 (t, J = 7.1 Hz, 3H).
	In ethanol at 95℃; for 36h;	1 Step 1: Ethyl 2-chloroacetate (4.77 mL, 32.7 mmol) was added to a solution of 6- (trifluoromethyl)pyridine-3-carbothioamide (5.0 g, 24.25 mmol) in ethanol (80 mL) and the mixture was heated to reflux at 95°C for 36 h. After cooling to rt, the resulting suspension was filtered off and dried in vacuum give ethyl 4-methyl-2-(6-(trifluoromethyl)pyridin-3-yl)thiazole-5- carboxylate. The filtrate was concentrated and then triturated with a small amount of EtOH, filtered off cold and dried in vacuo to give more ethyl 4-methyl-2-(6-(trifluoromethyl)pyridin-3- yl)thiazole-5-carboxylate. LCMS (method b) m/z317.1 [M+H]+, tR = 1.25 min.1H NMR (400 MHz, DMSO-d6) δ ppm 9.35 (s, 1H), 8.64 (d, J = 7.4 Hz, 1H), 8.06 (d, J = 8.3 Hz, 1H), 4.33 (q, J = 7.2 Hz, 2H), 2.74 (s, 3H), 1.32 (t, J = 7.1 Hz, 3H).
	In ethanol at 95℃; for 36h;	Step 1: Ethyl 2-chloroacetate (4.77 mL, 32.7 mmol) was added to a solution of 6- (trifluoromethyl)pyridine-3-carbothioamide (5.0 g, 24.25 mmol) in ethanol (80 mL) and the mixture was heated to reflux at 95°C for 36 h. After cooling to rt, the resulting suspension was filtered off and dried in vacuum give ethyl 4-methyl-2-(6-(trifluoromethyl)pyridin-3-yl)thiazole-5- carboxylate. The filtrate was concentrated and then triturated with a small amount of EtOH, filtered off cold and dried in vacuo to give more ethyl 4-methyl-2-(6-(trifluoromethyl)pyridin-3- yl)thiazole-5-carboxylate. LCMS (method b) m/z317.1 [M+H]+, tR = 1.25 min.1H NMR (400 MHz, DMSO-d6) δ ppm 9.35 (s, 1H), 8.64 (d, J = 7.4 Hz, 1H), 8.06 (d, J = 8.3 Hz, 1H), 4.33 (q, J = 7.2 Hz, 2H), 2.74 (s, 3H), 1.32 (t, J = 7.1 Hz, 3H).

Reference： [1]Current Patent Assignee: Novartis (w/o Sandoz); NOVARTIS AG - WO2022/58902, 2022, A1 Location in patent: Page/Page column 81
[2]Current Patent Assignee: Novartis (w/o Sandoz); NOVARTIS AG - WO2022/58902, 2022, A1 Location in patent: Page/Page column 81
[3]Current Patent Assignee: Novartis (w/o Sandoz); NOVARTIS AG - WO2022/58902, 2022, A1 Location in patent: Page/Page column 81

4
[ 386715-34-0 ]
4-methyl-2-(6-(trifluoromethyl)pyridin-3-yl)thiazole-5-carboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: ethanol / 36 h / 95 °C 2: lithium hydroxide monohydrate; lithium hydroxide monohydrate / ethanol / 1.5 h / 20 °C

Reference： [1]Current Patent Assignee: Novartis (w/o Sandoz); NOVARTIS AG - WO2022/58902, 2022, A1

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Isomers

Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • Acyl Group Substitution • Alkyl Halide Occurrence • Amide Hydrolysis • Amide Hydrolysis • Amides Can Be Converted into Aldehydes • Amine Synthesis from Nitriles • Amine Synthesis from Nitriles • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • An Alkane are Prepared from an Haloalkane • Azide Reduction by LiAlH4 • Azide Reduction by LiAlH4 • Basicity of Amines • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Chichibabin Reaction • Complex Metal Hydride Reductions • Diazotization Reaction • DIBAL Attack Nitriles to Give Ketones • Enamine Formation • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Haloalkanes • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hofmann Elimination • Hofmann Rearrangement • Hydride Reductions • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Lawesson's Reagent • Leuckart-Wallach Reaction • Mannich Reaction • Methylation of Ammonia • Methylation of Ammonia • Nitrosation of Amines • Peptide Bond Formation with DCC • Petasis Reaction • Preparation of Amines • Preparation of LDA • Pyridines React with Grignard or Organolithium Reagents • Reactions of Amines • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reductive Amination • Reductive Amination • Ring Opening of Azacyclopropanes • Ring Opening of Azacyclopropanes • Ring Opening of Oxacyclobutanes • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Strecker Synthesis • Synthesis of 2-Amino Nitriles • Ugi Reaction

Historical Records

Related Functional Groups of
[ 386715-34-0 ]

Fluorinated Building Blocks

[ 387350-39-2 ]

3-(Aminomethyl)-6-(trifluoromethyl)pyridine

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[ 1956369-51-9 ]

(6-(Trifluoromethyl)pyridin-3-yl)methanamine hydrochloride

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[ 175277-51-7 ]

5-(Trifluoromethyl)pyridine-2-carbothioamide

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Amides

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5-(Trifluoromethyl)pyridine-2-carbothioamide

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Amines

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3-(Aminomethyl)-6-(trifluoromethyl)pyridine

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(6-(Trifluoromethyl)pyridin-3-yl)methanamine hydrochloride

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5-(Trifluoromethyl)pyridine-2-carbothioamide

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Trifluoromethyls

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3-(Aminomethyl)-6-(trifluoromethyl)pyridine

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(6-(Trifluoromethyl)pyridin-3-yl)methanamine hydrochloride

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Related Parent Nucleus of
[ 386715-34-0 ]

Pyridines

[ 387350-39-2 ]

3-(Aminomethyl)-6-(trifluoromethyl)pyridine

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[ 1956369-51-9 ]

(6-(Trifluoromethyl)pyridin-3-yl)methanamine hydrochloride

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[ 175277-51-7 ]

5-(Trifluoromethyl)pyridine-2-carbothioamide

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H200	Unstable explosive
H201	Explosive; mass explosion hazard
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H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
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H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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H301	Toxic if swallowed
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H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
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H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
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H318	Causes serious eye damage
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H320	Causes eye irritation
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H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
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

[ CAS No. 386715-34-0 ] {[proInfo.proName]}

Quality Control of [ 386715-34-0 ]

Related Doc. of [ 386715-34-0 ]

Product Details of [ 386715-34-0 ]

Calculated chemistry of [ 386715-34-0 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 386715-34-0 ]

Application In Synthesis of [ 386715-34-0 ]

[ 386715-34-0 ] Synthesis Path-Downstream 1~4

Technical Information

Related Functional Groups of [ 386715-34-0 ]

Fluorinated Building Blocks

Amides

Amines

Trifluoromethyls

Related Parent Nucleus of [ 386715-34-0 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 386715-34-0 ]

Related Parent Nucleus of
[ 386715-34-0 ]