[ CAS No. 6011-14-9 ] {[proInfo.proName]}

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Quality Control of [ 6011-14-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 6011-14-9 ]

SDS Specification

Alternatived Products of [ 6011-14-9 ]

Product Citations

Optimization of New Pyridone Annelated-Isoindigos as FLT3 Inhibitors

Rama Joudeh ; University of Petra (Jordan),2022.

Abstract: FLT3 is an important target for leukemia, mainly acute myeloid leukemia that accounts for up to a third of all acute myeloid leukemia cases. The objective of the present research was the preparation of new pyridone annelated isoindigo derivatives. A series of isoindigos together with their annelated pyridone analogs were synthesized and characterized by MS/NMR spectroscopy. Their inhibitory activity were evaluated in vitro against FLT3 and FLT3 D835Y at 10 μM. The pyridone annelated isoindigos (10a-f) showed 85-100% inhibition. At lower concentrations, compound 10f exhibited excellent inhibitory activity with IC50 (48 nM against FLT3, 84 nM against FLT3D835Y). The isoindigos (14a-j) were inactive (< 28% inhibition), Docking studies for the pyridone annelated isoindigo derivatives (10a-f) showed that this series fit into the binding pocket of FLT3 and FLT3 D835Y. While 10f additionally form stacking with the DFG region. However, isoindigos (14a-j) don’t fit into the binding pocket. Also, they don’t form stacks with the DFG region. Hence, this would explain why isoindigos (14a-j) were inactive.

Purchased from AmBeed: 6011-14-9

Product Details of [ 6011-14-9 ]

CAS No. :	6011-14-9	MDL No. :	MFCD00012850
Formula :	C₂H₅ClN₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XFKYKTBPRBZDFG-UHFFFAOYSA-N
M.W :	92.53	Pubchem ID :	11491918
Synonyms :

Safety of [ 6011-14-9 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P362-P403+P233-P405-P501	UN#:	3439
Hazard Statements:	H301-H315-H319-H335	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 6011-14-9 ]

* 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.

Upstream synthesis route of [ 6011-14-9 ]
Downstream synthetic route of [ 6011-14-9 ]

[ 6011-14-9 ] Synthesis Path-Upstream 1~1

1
[ 6011-14-9 ]
[ 67492-50-6 ]
[ 52516-37-7 ]

Reference： [1] Angewandte Chemie - International Edition, 2014, vol. 53, # 39, p. 10510 - 10514[2] Angew. Chem., 2014, vol. 126, # 39, p. 10678 - 10682,5

[ 6011-14-9 ] Synthesis Path-Downstream 1~2

1
[ 6011-14-9 ]
[ 123664-84-6 ]
α-amino-2-methoxy-4-methanesulfonamido-5-phenoxyacetophenone hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
157.6 g	With hydrogenchloride; aluminum (III) chloride; water; In nitromethane; at 10 - 20℃; for 16.0h;	Add to a 1000 mL reaction flask300 mL of nitromethane,Adding 203 g of anhydrous aluminum trichloride in portions, After cooling to room temperature, add 114g aminoacetonitrile hydrochloride; to a temperature below 20 C, 150 g of intermediate III (<strong>[123664-84-6]4-phenoxy-3-methanesulfonamidoanisole</strong>) was added; after stirring for 10 minutes, a dry hydrogen chloride gas was introduced, Ventilation for about 15h, the end of the reaction. The reaction solution was slowly added to 1200 g of 2 mol / L dilute hydrochloric acid at a controlled temperature of 10 C or less, for stirring 1h, filter, solid with a small amount of water (about 80mL) washing, drying; and then 150mL ethyl acetate beating, filter dry,Dry; then the solid and then twice the volume of 95% (volume percentage) of ethanol reflux lh cooling, filtration, solid bake to moisture qualified,157.6 g of the final product (alpha-amino-2-methoxy-4-methanesulfonamido-5-phenoxyacetophenone hydrochloride), 105.07% by weight, and a purity of 99.49% For 168.8 to 17.1.4 C.

Reference： [1]Chemical and Pharmaceutical Bulletin,2000,vol. 48,p. 131 - 139
[2]Patent: CN107162942,2017,A .Location in patent: Paragraph 0023-0024; 0034; 0052

2
[ 6011-14-9 ]
[ 81565-19-7 ]
flonicamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate; In water; toluene; at 10 - 30℃; for 5h;	In a 1000 ml four-necked flask equipped with a thermometer and a dropping funnel, 33.3 g (0.314 mol) of sodium carbonate and 133.2 g of tap water were charged, and after stirring for 10 minutes, 120 ml of toluene was added, and aminoacetonitrile hydrochloride was 21.79 g (0.235). Mol), then the temperature is lowered to 10 C under stirring, and the dropwise addition of <strong>[81565-19-7]4-(trifluoromethyl)nicotinyl chloride</strong> solution is started. The addition is completed in about 3 hours, the temperature is maintained at 10-15 C, and the addition is completed. After incubation at 30 C for 2 hours, the reaction was completed, filtered, and the product was washed with 30 ml of water to obtain a white solid product, N-cyanomethyl-4-(trifluoromethyl)nicotinamide.The purity was 99.8%, and the yield was 93.2% based on 4-(trifluoromethyl)nicotinic acid.

Reference： [1]Patent: CN108892638,2018,A .Location in patent: Paragraph 0018-0021; 0023; 0025; 0027; 0029; 0030; 0031

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Isomers

Technical Information

? Arndt-Eistert Homologation ? Blaise Reaction ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Catalytic Hydrogenation ? Chan-Lam Coupling Reaction ? Complex Metal Hydride Reductions ? Heat of Combustion ? Hunsdiecker-Borodin Reaction ? Hydride Reductions ? Leuckart-Wallach Reaction ? Mannich Reaction ? Passerini Reaction ? Petasis Reaction ? Preparation of Aldehydes and Ketones ? Preparation of Amines ? Preparation of Carboxylic Acids ? Reactions of Amines ? Reactions of Carboxylic Acids ? Ritter Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Specialized Acylation Reagents-Vilsmeier Reagent ? Thorpe-Ziegler Reaction ? Ugi Reaction

Historical Records

Related Functional Groups of
[ 6011-14-9 ]

Aliphatic Chain Hydrocarbons

[ 25808-30-4 ]

2-(Methylamino)acetonitrile hydrochloride

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[ 50846-36-1 ]

2-Amino-2-methylpropanenitrile hydrochloride

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[ 624-60-2 ]

N-Methylethanamine hydrochloride

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[ 15572-56-2 ]

Propan-2-amine hydrochloride

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[ 870-24-6 ]

2-Chloroethanamine hydrochloride

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Amines

[ 25808-30-4 ]

2-(Methylamino)acetonitrile hydrochloride

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[ 50846-36-1 ]

2-Amino-2-methylpropanenitrile hydrochloride

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[ 624-60-2 ]

N-Methylethanamine hydrochloride

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[ 15572-56-2 ]

Propan-2-amine hydrochloride

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[ 870-24-6 ]

2-Chloroethanamine hydrochloride

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Nitriles

[ 25808-30-4 ]

2-(Methylamino)acetonitrile hydrochloride

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Ghs Precautionary Statements

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Code	Phrase
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P285	In case of inadequate ventilation wear respiratory protection.
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Code	Phrase
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P304	IF INHALED:
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P321
P322
P330	Rinse mouth.
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P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
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P370	In case of fire:
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P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
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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.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
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P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
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H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
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
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
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
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
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H340	May cause genetic defects
H341	Suspected of causing genetic defects
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H351	Suspected of causing cancer
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H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
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

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[ CAS No. 6011-14-9 ] {[proInfo.proName]}

Quality Control of [ 6011-14-9 ]

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Product Details of [ 6011-14-9 ]

Safety of [ 6011-14-9 ]

Application In Synthesis of [ 6011-14-9 ]

[ 6011-14-9 ] Synthesis Path-Upstream 1~1

[ 6011-14-9 ] Synthesis Path-Downstream 1~2

Technical Information

Related Functional Groups of [ 6011-14-9 ]

Aliphatic Chain Hydrocarbons

Amines

Nitriles

Precautionary Statements-General

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Related Functional Groups of
[ 6011-14-9 ]