[ CAS No. 5469-69-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 5469-69-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 5469-69-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 5469-69-2 ]

SDS Specification

Alternatived Products of [ 5469-69-2 ]

Product Details of [ 5469-69-2 ]

CAS No. :	5469-69-2	MDL No. :	MFCD00051506
Formula :	C₄H₄ClN₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DTXVKPOKPFWSFF-UHFFFAOYSA-N
M.W :	129.55	Pubchem ID :	21643
Synonyms :

Calculated chemistry of [ 5469-69-2 ] Expand+

Physicochemical Properties

Num. heavy atoms :	8
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	31.45
TPSA :	51.8 ?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) :	-6.84 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.18
Log Po/w (XLOGP3) :	0.35
Log Po/w (WLOGP) :	0.72
Log Po/w (MLOGP) :	0.36
Log Po/w (SILICOS-IT) :	0.98
Consensus Log Po/w :	0.72

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.42
Solubility :	4.94 mg/ml ; 0.0381 mol/l
Class :	Very soluble
Log S (Ali) :	-1.0
Solubility :	12.9 mg/ml ; 0.0995 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.87
Solubility :	1.74 mg/ml ; 0.0135 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.8

Safety of [ 5469-69-2 ]

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 [ 5469-69-2 ]

* 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.

Upstream synthesis route of [ 5469-69-2 ]
Downstream synthetic route of [ 5469-69-2 ]

[ 5469-69-2 ] Synthesis Path-Upstream 1~1

1
[ 5469-69-2 ]
[ 29634-62-6 ]
[ 90734-72-8 ]
[ 160292-64-8 ]

Reference： [1] Australian Journal of Chemistry, 1994, vol. 47, # 11, p. 1989 - 2000

[ 5469-69-2 ] Synthesis Path-Downstream 1~7

1
[ 5469-69-2 ]
[ 3282-30-2 ]
[ 147362-88-7 ]

Reference： [1]Tetrahedron,1993,vol. 49,p. 599 - 606

2
[ 71-23-8 ]
[ 5469-69-2 ]
[ 90008-50-7 ]

Reference： [1]European Journal of Medicinal Chemistry,1996,vol. 31,p. 651 - 662
[2]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 4160 - 4163

3
[ 5469-69-2 ]
[ 6819-41-6 ]
[ 90008-50-7 ]

Reference： [1]Journal of Heterocyclic Chemistry,2001,vol. 38,p. 1215 - 1218

4
[ 5469-69-2 ]
[ 437-86-5 ]
[ 1352874-23-7 ]

Yield	Reaction Conditions	Operation in experiment
96%		Step J.2: (6-Chloro-pyridazin-3-yl)-(2-methyl-6-nitro-phenyl)-amineSodium hydride (60percent oil dispersion, 593 mg, 14.83 mmol) was suspended in DMF (16.1 mL). 3-amino-6-chloropyridazine (1921 mg, 14.83 mmol) was added in small portions, causing a yellow coloration and a strong gaseous evolution. The resulting slurry was stirred for 10 minutes at rt and <strong>[437-86-5]2-fluoro-3-nitrotoluene</strong> (0.785 mL, 6.45 mmol) was added as a neat liquid, causing a dramatic shift to a deep red colour. The resulting reaction mixture was stirred at rt for 50 minutes. The medium was carefully quenched in 30 mL MeOH and 10 mL water. The medium was evaporated to a thick oil. The crude was tak- en up in EtOAc (50 mL) and sonicated for few minutes. The solid materials were removed by filtration and the filtrate was washed successively with saturated aqueous sodium bicarbonate solution (2 x 50 mL), 1 M aqueous HCI (50 mL) and brine (50 mL). The combined organics were dried over Na2S04 and concentrated to yield the title com- pound as a cristalline, yellow solid, m = 1.63 g (96percent). HPLC/MS (method A) tR1.20 minute, M+H 265 .

Reference： [1]Patent: WO2011/157787,2011,A1 .Location in patent: Page/Page column 57

5
[ 5469-69-2 ]
[ 79-11-8 ]
[ 112581-77-8 ]

Yield	Reaction Conditions	Operation in experiment
20%		To a mixture of 6-chloropyridazin-3 -amine (1 g, 7.7 mmol), ethanol (10 ml) and water (10 ml) were added triethylamine (781 mg, 1.08 ml, 7.7 mmol) and 2-chloroacetic acid (729 mg, 7.7 mmol) at r.t under an argon atmosphere. The mixture was heated at 80 for 24 firs. The reaction mixture was evaporated to dryness. The resulting solid was mixed with phosphoryl trichloride (20.8 g, 12.7 ml, 136 mmol) and the mixture was heated at 120 under an argon atmosphere overnight. Phosphoryl trichloride was evaporated. The residue was quenched with ice/water. The pH was adjusted to 10 with NaOH 4 N and the product was extracted with EtOAc, dried over MgS04, filtered and evaporated. The crude product was purified by silica gel chromatography using a n-heptane/EtOAc gradient as eluent, to obtain the title compound (296 mg, 20%) as light yellow solid. MS: M = 188.1 (M+H)+

Reference： [1]Patent: WO2014/72261,2014,A1 .Location in patent: Page/Page column 61

6
[ 5469-69-2 ]
[ 33142-21-1 ]
[ 1150566-27-0 ]

Yield	Reaction Conditions	Operation in experiment
58%	In ethanol; at 90℃; for 14h;	A suspension of <strong>[33142-21-1]ethyl 2-chloro-3-oxopropanoate</strong> (2.00 g, 13.28 mmol) and 6- chloropyridazin-3 -amine (1.721 g, 13.28 mmol) in EtOH (30 mL) in a 350 mL pressure vessel was heated at 90 C for 14 h. The mixture was cooled to room temperature and was concentrated. The residue was taken up in ethyl acetate/ethanol (80 mL, 4: 1) and was transferred to a separatory funnel containing saturated aqueous NaHCC"3 solution (50 mL). The aqueous layer was extracted with ethyl acetate/ethanol (4:1) (3 x 80 mL). The combined organic layers were washed with brine (50 mL), dried over MgS04, filtered and concentrated. The residue was suspended in CH2CI2 (25 mL) and the solid (unreacted starting material) was removed by filtration and collected on a Buchner funnel. The filtrate was concentrated and was loaded onto a column with CH2CI2 with a small amount of methanol. The residue was purified by column chromatography on silica gel (50% ? 70% ethyl acetate containing 1% methanol in hexanes) to afford ethyl 6- chloroimidazo[l,2-b]pyridazine-3-carboxylate (1.73 g, 58% yield) as a colorless solid: 1H NMR (400 MHz, CDC13) delta 8.34 (s, 1 H), 7.99 (d, J=9.6 Hz, 1 H), 7.24 (d, J=9.6 Hz, 1 H), 4.44 (q, J=7.2 Hz, 2 H), 1.41 (t, J=7.2 Hz, 3 H); LCMS (ESI) mle 226.2 [(M+H)+, calcd for C9H9N3O2CI 226.0].

Reference： [1]Patent: WO2015/26574,2015,A1 .Location in patent: Page/Page column 45
[2]Patent: WO2014/151147,2014,A1 .Location in patent: Paragraph 00641
[3]Patent: US2015/30588,2015,A1 .Location in patent: Page/Page column 69
[4]Patent: US9295673,2016,B2 .Location in patent: Page/Page column 347; 348

7
[ 5469-69-2 ]
[ 1211526-53-2 ]
tert-butyl 6-((6-chloropyridazin-3-yl)carbamoyl)-2-azaspiro[3.3]heptane-2-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
27%	With chloro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 100℃; for 0.333333h;Microwave irradiation;	2-Azaspiro[3.3]heptane-2,6-dicarboxylic acid 2-tert-butyl ester (200 mg, 0.83 mmol) and 3-amino-6-chloropyridazine (193 mg, 1.49 mmol) were dissolved in DCE (3 mL), and DIPEA (0.29 mL, 1.66 mmol) and PyClU (551 mg, 1.66 mmol) were added. The reaction mixture was heated to 100 C under microwave irradiation for 20 min, after which time the reaction mixture was cooled to r.t. and diluted with H2O, and the aqueous layer was extracted with DCM. The combined organic extracts were filtered through a phase separator and concentrated, and the crude residue was purified by column chromatography (hex/EtOAc) to give the title compound as a white solid (80 mg, 27%). ES-MS [M+H]+ = 297.2 (minus t-butyl).

Reference： [1]Patent: WO2019/126559,2019,A1 .Location in patent: Paragraph 00209

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chan-Lam Coupling Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydride Reductions ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Leuckart-Wallach Reaction ? Mannich Reaction ? Petasis Reaction ? Preparation of Amines ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Specialized Acylation Reagents-Vilsmeier Reagent ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Ugi Reaction

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[ 5469-69-2 ]

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Code	Phrase
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P102	Keep out of reach of children.
P103	Read label before use
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Code	Phrase
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P211	Do not spray on an open flame or other ignition source.
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.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
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.
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.
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P281	Use personal protective equipment as required.
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P285	In case of inadequate ventilation wear respiratory protection.
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P235 + P410	Keep cool. Protect from sunlight.
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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
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
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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:
P371	In case of major fire and large quantities:
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.
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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P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
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P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
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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
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H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
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H320	Causes eye irritation
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H332	Harmful if inhaled
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H341	Suspected of causing genetic defects
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H361d	Suspected of damaging the unborn child
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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
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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. 5469-69-2 ] {[proInfo.proName]}

Quality Control of [ 5469-69-2 ]

Related Doc. of [ 5469-69-2 ]

Product Details of [ 5469-69-2 ]

Calculated chemistry of [ 5469-69-2 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 5469-69-2 ]

Application In Synthesis of [ 5469-69-2 ]

[ 5469-69-2 ] Synthesis Path-Upstream 1~1

[ 5469-69-2 ] Synthesis Path-Downstream 1~7

Technical Information

Related Functional Groups of [ 5469-69-2 ]

Chlorides

Amines

Related Parent Nucleus of [ 5469-69-2 ]

Pyridazines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 5469-69-2 ]

Related Parent Nucleus of
[ 5469-69-2 ]