[ CAS No. 330-14-3 ] {[proInfo.proName]}

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2D 3D

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Quality Control of [ 330-14-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 330-14-3 ]

SDS Specification

Alternatived Products of [ 330-14-3 ]

Product Details of [ 330-14-3 ]

CAS No. :	330-14-3	MDL No. :	MFCD01631632
Formula :	C₈H₄ClF₃OS	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	BCMFTOCCLOAGBP-UHFFFAOYSA-N
M.W :	240.63	Pubchem ID :	2777865
Synonyms :

Calculated chemistry of [ 330-14-3 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	3
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	48.54
TPSA :	42.37 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.82 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.49
Log Po/w (XLOGP3) :	4.15
Log Po/w (WLOGP) :	4.94
Log Po/w (MLOGP) :	3.08
Log Po/w (SILICOS-IT) :	3.49
Consensus Log Po/w :	3.63

Druglikeness

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

Water Solubility

Log S (ESOL) :	-4.07
Solubility :	0.0207 mg/ml ; 0.000086 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.75
Solubility :	0.0043 mg/ml ; 0.0000179 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-3.97
Solubility :	0.026 mg/ml ; 0.000108 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	1.52

Safety of [ 330-14-3 ]

Signal Word:	Danger	Class:	3,8
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	2924
Hazard Statements:	H225-H314	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 330-14-3 ]

* 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 [ 330-14-3 ]

[ 330-14-3 ] Synthesis Path-Downstream 1~6

1
[ 330-14-3 ]
[ 330-15-4 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium hydroxide

Reference： [1]Jagupolssky; Marenez [Zhurnal Obshchei Khimii, 1954, vol. 24, p. 887][J. Gen. Chem. USSR (Engl. Transl.), 1954, vol. 24, p. 885,886]

2
[ 1158264-69-7 ]
[ 330-14-3 ]
N-[[2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl]methyl]-4-(trifluoromethylthio)benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	With triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	5.5.48 5.48 N-[r2-α.6-DIOXOPIPERroM-3-YLM-OXOISOINDOLIN-5-YLlMETHYLl- 4-(TRIFLUOROMETHYLTHIO)BENZAMIDE TEA (0.65 g, 6.4 mmol) was added to a mixture of 4-(trifluoromethylthio)benzoyl chloride (0.77 g, 3.2 mmol) and 3-(5-aminomethyl-l-oxo-l,3-dihydro-isoindol-2-yl)-piperidine-2,6- dione hydrochloride (1.0 g, 3.2 mmol) in DMF (25 mL). The mixture was stirred at room temperature for 1 hour, and was then diluted with water (40 mL) and stirred for 15 minutes. The precipitated solid was filtered and washed with additional water (40 mL). This material was stirred in 4% aqueous HCl (15 mL) and filtered, and the solid was washed with additional 4% aqueous HCl (15 mL) and water (15 mL). The solid was dried under vacuum, affording 0.90 g of the product as a cream-colored solid, in 59% yield; mp 203-205 0C; HPLC, Waters Symmetry C-18, 3.9 x 150 mm, 5 μm, 1 mL/min, 240 nm, 50/50 CHjCN/O.l % H3PO4, 2.91 (96.41%); 1H NMR (DMSO-c/6) δ 1.96- 2.03 (m, I H)5 2.31-2.45 (m, IH), 2.54-2.63 (m, IH), 2.85-2.98 (m5 IH), 4.31 (d, J = 17.4 Hz, I H), 4.45 (d, J = 17.4 Hz, I H), 4.61 (d, J = 5.9 Hz, 2H), 5.11 (dd, J = 13.2 Hz, J = 5.1 Hz, I H), 7.50 (d, J = 7.8 Hz, IH), 7.56 (s, I H), 7.70 (d, J = 7.8 Hz, IH), 7.84 (d, J = 8.1 Hz, IH), 8.02 (d, J = 8.1 Hz, IH), 9.35 (t, J = 5.9 Hz, IH), 10.98 (s, IH); 13C NMR (DMSO-fe) δ 22.5, 31.2, 42.8, 47.1, 51.6, 122.1, 122.9, 126.3, 127.1, 128.7, 129.5 (q, J = 306), 130.4, 135.9, 136.8, 142.4, 143.6, 165.3, 167.9, 171.0, 172.8; Anal. Calcd for C22H18F3N3O4S + 0.4 H2O: C, 54.52; H, 3.91; N, 8.65. Found: C, 54.51 ; H, 3.61 ; N, 8.64.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - WO2008/27542, 2008, A2 Location in patent: Page/Page column 71-72

3
[ 143945-65-7 ]
[ 330-14-3 ]
5-bromo-4-fluoro-2-({4-[(trifluoromethyl)thio]benzoyl}amino)benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
26%	With triethylamine; In tetrahydrofuran; at 20℃; for 2h;	To a suspension of <strong>[143945-65-7]2-amino-5-bromo-4-fluorobenzoic acid</strong> 15f (47 mg, 0.20 mmol) in THF (1.5 mL) were added Et3N (0.084 mL, 0.60 mmol) and 4-[(trifluoromethyl)thio]benzoyl chloride (72 mg, 0.30 mmol) at ambient temperature. After the reaction mixture was stirred for 2 hours at ambient temperature, EtOAc, 1 mol/L HCl-aq and brine were added to the mixture. The mixture was extracted and the resulting organic extract was dried over MgSO4 and the filtrate was evaporated under reduced pressure. The residue was purified by Gilson HPLC separation system using (0.1% TFA in water) / CH3CN as an eluent to give 5-bromo-4-fluoro-2-({4-[(trifluoromethyl)thio]benzoyl}amino)benzoic acid 17f as an off-white powder (23 mg, 26% yield). TLC Rf = 0.11 (EtOAc). 1H NMR (400 MHz, DMSO-d6) delta 7.95 - 8.00 (m, 2 H), 8.03 - 8.09 (m, 2 H), 8.30 (d, J=8.0 Hz, 1 H), 8.66 (d, J=11.5 Hz, 1 H), 12.41 (s, 1 H). LCMS: RT = 1.222 min, m/z = 438 [M + H]+.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,p. 1601 - 1604

4
[ 330-14-3 ]
[ 6705-03-9 ]
C₁₆H₁₂F₃NO₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In tetrahydrofuran at 20℃; for 2h;	5-Bromo-4-fluoro-2-({4-[(trifluoromethyl)thio]benzoyl}amino)benzoic acid (17f) General procedure: To a suspension of 2-amino-5-bromo-4-fluorobenzoic acid 15f (47 mg, 0.20 mmol) in THF (1.5 mL) were added Et3N (0.084 mL, 0.60 mmol) and 4-[(trifluoromethyl)thio]benzoyl chloride (72 mg, 0.30 mmol) at ambient temperature. After the reaction mixture was stirred for 2 hours at ambient temperature, EtOAc, 1 mol/L HCl-aq and brine were added to the mixture. The mixture was extracted and the resulting organic extract was dried over MgSO4 and the filtrate was evaporated under reduced pressure. The residue was purified by Gilson HPLC separation system using (0.1% TFA in water) / CH3CN as an eluent to give 5-bromo-4-fluoro-2-({4-[(trifluoromethyl)thio]benzoyl}amino)benzoic acid 17f as an off-white powder (23 mg, 26% yield).

Reference： [1]Iwaki, Yuzo; Yashiro, Kentaro; Kokubo, Masaya; Mori, Takahiro; Wieting, Joshua M.; McGowan, Kevin M.; Bridges, Thomas M.; Engers, Darren W.; Denton, Jerod S.; Kurata, Haruto; Lindsley, Craig W. [Bioorganic and Medicinal Chemistry Letters, 2019, vol. 29, # 13, p. 1601 - 1604]

5
[ 330-14-3 ]
[ 83265-56-9 ]
C₁₆H₉F₆NO₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In tetrahydrofuran; at 20℃; for 2h;	General procedure: To a suspension of 2-amino-5-bromo-4-fluorobenzoic acid 15f (47 mg, 0.20 mmol) in THF (1.5 mL) were added Et3N (0.084 mL, 0.60 mmol) and 4-[(trifluoromethyl)thio]benzoyl chloride (72 mg, 0.30 mmol) at ambient temperature. After the reaction mixture was stirred for 2 hours at ambient temperature, EtOAc, 1 mol/L HCl-aq and brine were added to the mixture. The mixture was extracted and the resulting organic extract was dried over MgSO4 and the filtrate was evaporated under reduced pressure. The residue was purified by Gilson HPLC separation system using (0.1% TFA in water) / CH3CN as an eluent to give 5-bromo-4-fluoro-2-({4-[(trifluoromethyl)thio]benzoyl}amino)benzoic acid 17f as an off-white powder (23 mg, 26% yield).

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,p. 1601 - 1604

6
[ 330-17-6 ]
[ 330-14-3 ]

Yield	Reaction Conditions	Operation in experiment
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃;	Acyl chlorides General procedure: The acid (5 mmol) was dissolved in anhydrous CH2Cl2 (10 mL) and DMF (a few drops) added.Oxalyl chloride (6 mmol, 1.2 equiv.) was added dropwise to the solution, that was cooled in an icewater bath. The resulting mixture was allowed to stir at room temperature for an additional 4 h andthe solvent was evaporated to afford the crude acyl chloride, which was used directly in the nextstep.

Reference： [1]Flavell, Robert R.; Liu, Jianbo; Parker, Matthew F. L.; Toste, F. Dean; Wang, Sinan; Wilson, David M. [Chem, 2021, vol. 7, # 8, p. 2245 - 2255]

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Precautionary Statements-General
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P102	Keep out of reach of children.
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Prevention
Code	Phrase
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P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
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P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
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P242	Use only non-sparking tools.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
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P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
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P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
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P314	Get medical advice/attention if you feel unwell.
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P320
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P321
P322
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P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
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P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
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P353	Rinse skin with water/shower.
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P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
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P370	In case of fire:
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P372	Explosion risk in case of fire.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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P378
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P390	Absorb spillage to prevent material damage.
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.
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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.
P370 + P376	In case of fire: Stop leak if safe to Do so.
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H305	May be harmful if swallowed and enters airways
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H311	Toxic in contact with skin
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H316	Causes mild skin irritation
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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. 330-14-3 ] {[proInfo.proName]}

Quality Control of [ 330-14-3 ]

Related Doc. of [ 330-14-3 ]

Product Details of [ 330-14-3 ]

Calculated chemistry of [ 330-14-3 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 330-14-3 ]

Application In Synthesis of [ 330-14-3 ]

[ 330-14-3 ] Synthesis Path-Downstream 1~6

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry