[ CAS No. 1361951-15-6 ] {[proInfo.proName]}

Name: 1361951-15-6|2-(trans-4-((3-(3-(Trifluoromethyl)phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)cyclohexyl)propan-2-ol|99%
Brand: Ambeed
SKU: A809668
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2D 3D

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Quality Control of [ 1361951-15-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1361951-15-6 ]

SDS Specification

Alternatived Products of [ 1361951-15-6 ]

Product Details of [ 1361951-15-6 ]

CAS No. :	1361951-15-6	MDL No. :	MFCD28502206
Formula :	C₂₂H₂₅F₃N₄O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XRNVABDYQLHODA-UHFFFAOYSA-N
M.W :	418.46	Pubchem ID :	66598080
Synonyms :		Chemical Name :	2-(trans-4-((3-(3-(Trifluoromethyl)phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)cyclohexyl)propan-2-ol

Calculated chemistry of [ 1361951-15-6 ]

Physicochemical Properties

Num. heavy atoms :	30
Num. arom. heavy atoms :	15
Fraction Csp3 :	0.45
Num. rotatable bonds :	5
Num. H-bond acceptors :	6.0
Num. H-bond donors :	2.0
Molar Refractivity :	110.27
TPSA :	62.45 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.55 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.44
Log Po/w (XLOGP3) :	4.65
Log Po/w (WLOGP) :	6.12
Log Po/w (MLOGP) :	4.21
Log Po/w (SILICOS-IT) :	3.68
Consensus Log Po/w :	4.42

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	1.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-5.4
Solubility :	0.00165 mg/ml ; 0.00000395 mol/l
Class :	Moderately soluble
Log S (Ali) :	-5.69
Solubility :	0.000858 mg/ml ; 0.00000205 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-6.53
Solubility :	0.000124 mg/ml ; 0.000000296 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	4.3

Safety of [ 1361951-15-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1361951-15-6 ]

* 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 [ 1361951-15-6 ]

[ 1361951-15-6 ] Synthesis Path-Downstream 1~10

1
[ 6775-78-6 ]
[ 1361951-15-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tricyclohexylphosphine; palladium diacetate; potassium carbonate / toluene / Inert atmosphere; Heating 2: potassium fluoride; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / Inert atmosphere; Heating

Reference： [1]Current Patent Assignee: Sumitomo Chemical (w/o Dongwoo Fine-Chem); SUMITOMO CHEMICAL COMPANY LIMITED; Sumitomo Pharma (in: Sumitomo Chemical) - WO2020/167990, 2020, A1

2
[ 401-78-5 ]
[ 1361951-15-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tricyclohexylphosphine; palladium diacetate; potassium carbonate / toluene / Inert atmosphere; Heating 2: potassium fluoride; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / Inert atmosphere; Heating

Reference： [1]Current Patent Assignee: Sumitomo Chemical (w/o Dongwoo Fine-Chem); SUMITOMO CHEMICAL COMPANY LIMITED; Sumitomo Pharma (in: Sumitomo Chemical) - WO2020/167990, 2020, A1

3
[ 150594-65-3 ]
[ 1361951-15-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: tetrahydrofuran 2: hydrogen; palladium(II) hydroxide; ammonia / methanol 3: potassium fluoride; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / Inert atmosphere; Heating
	Multi-step reaction with 4 steps 1: tetrahydrofuran 2: hydrogen; palladium(II) hydroxide; ammonia / methanol 3: N-ethyl-N,N-diisopropylamine; cesium fluoride / dimethyl sulfoxide / 140 °C 4: sodium hydrogencarbonate; bis-triphenylphosphine-palladium(II) chloride / methanol; water; toluene / Reflux

Reference： [1]Current Patent Assignee: Sumitomo Chemical (w/o Dongwoo Fine-Chem); SUMITOMO CHEMICAL COMPANY LIMITED; Sumitomo Pharma (in: Sumitomo Chemical) - WO2020/167990, 2020, A1
[2]Current Patent Assignee: Sumitomo Chemical (w/o Dongwoo Fine-Chem); SUMITOMO CHEMICAL COMPANY LIMITED; Sumitomo Pharma (in: Sumitomo Chemical) - WO2020/167990, 2020, A1

4
[ 899806-45-2 ]
[ 1361951-15-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; cesium fluoride / dimethyl sulfoxide / 140 °C 2: sodium hydrogencarbonate; bis-triphenylphosphine-palladium(II) chloride / methanol; water; toluene / Reflux

Reference： [1]Current Patent Assignee: Sumitomo Chemical (w/o Dongwoo Fine-Chem); SUMITOMO CHEMICAL COMPANY LIMITED; Sumitomo Pharma (in: Sumitomo Chemical) - WO2020/167990, 2020, A1

5
[ 928336-97-4 ]
[ 899806-45-2 ]
[ 1361951-15-6 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide Inert atmosphere; Heating;	6 [00508] 6-chloro-3-(3-(trifluoromethyl)phenyl)imidazo[l,2-b]pyridazine and 2- ((lR,4R)-4-aminocyclohexyl)propan-2-ol were charged into a reactor with potassium fluoride (KF), A', A-di i sopropyl ethyl ami ne (DIPEA), and dimethyl sulfoxide (DMSO) and degassed with nitrogen. The mixture was heated, during which time additional 2- ((lR,4R)-4-aminocyclohexyl)propan-2-ol, KF, and DIPEA were added to complete the reaction. The mixture was cooled and filtered through a pad of diatomite. The filter cake was washed with DMSO. [00509] The filtrate, which included the desired product, was then transferred to a new reactor, and water was added dropwise. The mixture was stirred and then filtered, and the filter cake was washed with water. To this wet cake, silica thiol and tetrahydrofuran (THF) were added and the mixture was heated and stirred, cooled, filtered and the filter cake was washed with THF. This silica thiol treatment was repeated twice for a total of three treatments. [00510] The filtrate was concentrated and then n-heptane was added dropwise and stirred. The resulting slurry was filtered, and the cake was washed with n-heptane. [00511] In a new reactor, the filtrate and filter cake were added and methanol was charged. It was then heated and stirred. The mixture was then cooled and filtered. The filter cake was washed with methanol and dried under reduced pressure. Representative yield of this step was 60.8% with HPLC purity of 99.3% (assay 96.4%). [00512] 2-((lR,4R)-4-((3-(3-(trifluoromethyl)phenyl)imidazo[l,2-b]pyridazin-6- yl)amino)cyclohexyl)propan-2-ol, silica thiol, and THF were charged into a reactor and heated with stirring. The mixture was then cooled and filtered, and the filter cake was washed with THF. This was repeated twice for a total of three cycles.

6
[ 61367-07-5 ]
[ 1361951-15-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide 2: tetrahydrofuran 3: hydrogen; palladium(II) hydroxide; ammonia / methanol 4: potassium fluoride; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / Inert atmosphere; Heating
	Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide 2: tetrahydrofuran 3: hydrogen; palladium(II) hydroxide; ammonia / methanol 4: N-ethyl-N,N-diisopropylamine; cesium fluoride / dimethyl sulfoxide / 140 °C 5: sodium hydrogencarbonate; bis-triphenylphosphine-palladium(II) chloride / methanol; water; toluene / Reflux

7
[ 899806-47-4 ]
[ 1361951-15-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: hydrogen; palladium(II) hydroxide; ammonia / methanol 2: potassium fluoride; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / Inert atmosphere; Heating
	Multi-step reaction with 3 steps 1: hydrogen; palladium(II) hydroxide; ammonia / methanol 2: N-ethyl-N,N-diisopropylamine; cesium fluoride / dimethyl sulfoxide / 140 °C 3: sodium hydrogencarbonate; bis-triphenylphosphine-palladium(II) chloride / methanol; water; toluene / Reflux

8
[ 1361951-15-6 ]
[ 1418143-09-5 ]

Yield	Reaction Conditions	Operation in experiment
92%	With hydrogenchloride In water; isopropyl alcohol Heating;	7; 6; 8; 13 [00518] The free base was converted to the HC1 salt using concentrated hydrochloric acid in 2-propanol. 2-((lR,4R)-4-((3-(3-(trifluoromethyl)phenyl)imidazo[l,2- b]pyridazin-6-yl)amino)cyclohexyl)propan-2-ol was suspended in 2-propanol with heating and concentrated hydrochloric acid was added. Then formed slurry was filtered and dried under reduced pressure to give 2-((lR,4R)-4-((3-(3- (trifluoromethyl)phenyl)imidazo[l,2-b]pyridazin-6-yl)amino)cyclohexyl)propan-2-ol hydrochloride. Representative yield of the step was 92% with HPLC purity of 98.9%.

Reference： [1]Current Patent Assignee: Sumitomo Chemical (w/o Dongwoo Fine-Chem); SUMITOMO CHEMICAL COMPANY LIMITED; Sumitomo Pharma (in: Sumitomo Chemical) - WO2020/167990, 2020, A1 Location in patent: Paragraph 00515; 00518; 00505; 00513; 00521-00525; 00527;

9
[ 13526-66-4 ]
[ 1361951-15-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; cesium fluoride / dimethyl sulfoxide / 140 °C 2: sodium hydrogencarbonate; bis-triphenylphosphine-palladium(II) chloride / methanol; water; toluene / Reflux

Reference： [1]Current Patent Assignee: Sumitomo Chemical (w/o Dongwoo Fine-Chem); SUMITOMO CHEMICAL COMPANY LIMITED; Sumitomo Pharma (in: Sumitomo Chemical) - WO2020/167990, 2020, A1

10
[ 2476263-98-4 ]
[ 1423-26-3 ]
[ 1361951-15-6 ]

Yield	Reaction Conditions	Operation in experiment
89.7%	With bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate In methanol; water; toluene Reflux;	7 [00517] 2-((lR,4R)-4-((3-bromoimidazo[l,2-b]pyridazin-6- yl)amino)cyclohexyl)propan-2-ol, 3-trifluoromethyl boronic acid, sodium hydrogen carbonate, Pd(PPh3)2Cl2 and solvent mixture (toluene-methanol-water) were added and the mixture was refluxed. After completion of the reaction, water was charged and cooled to form precipitation, and the formed solid was filtered, dried under vacuum to give 2-((lR,4R)-4-((3-(3- (trifluoromethyl)phenyl)imidazo[l,2-b]pyridazin-6-yl)amino)cyclohexyl)propan-2-ol. Above isolated product was dissolved with tetrahydrofuran (THF) and treated with silica thiol to remove residual palladium. Representative yield of the step was 89.7% with HPLC purity of 97.9%.

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P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
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Code	Phrase
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P304	IF INHALED:
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P306	IF ON CLOTHING:
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P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
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P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
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P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
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P337	If eye irritation persists:
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P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
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.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
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P372	Explosion risk in case of fire.
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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.
P381	Eliminate all ignition sources if safe to do so.
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.
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.
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.
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P401
P402	Store in a dry place.
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H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
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H301	Toxic if swallowed
H302	Harmful if swallowed
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H316	Causes mild skin irritation
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H401	Toxic to aquatic life
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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. 1361951-15-6 ] {[proInfo.proName]}

Quality Control of [ 1361951-15-6 ]

Related Doc. of [ 1361951-15-6 ]

Product Details of [ 1361951-15-6 ]

Calculated chemistry of [ 1361951-15-6 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1361951-15-6 ]

Application In Synthesis of [ 1361951-15-6 ]

[ 1361951-15-6 ] Synthesis Path-Downstream 1~10

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

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