[ CAS No. 4858-85-9 ] {[proInfo.proName]}

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2D 3D

Structure of 4858-85-9 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 4858-85-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 4858-85-9 ]

SDS Specification

Alternatived Products of [ 4858-85-9 ]

Product Details of [ 4858-85-9 ]

CAS No. :	4858-85-9	MDL No. :	MFCD00040964
Formula :	C₄H₂Cl₂N₂	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	MLCNOCRGSBCAGH-UHFFFAOYSA-N
M.W :	148.98	Pubchem ID :	78575
Synonyms :

Calculated chemistry of [ 4858-85-9 ] 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 :	0.0
Molar Refractivity :	32.05
TPSA :	25.78 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.0 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.44
Log Po/w (XLOGP3) :	1.7
Log Po/w (WLOGP) :	1.78
Log Po/w (MLOGP) :	0.4
Log Po/w (SILICOS-IT) :	2.34
Consensus Log Po/w :	1.53

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.39
Solubility :	0.607 mg/ml ; 0.00408 mol/l
Class :	Soluble
Log S (Ali) :	-1.86
Solubility :	2.07 mg/ml ; 0.0139 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.87
Solubility :	0.203 mg/ml ; 0.00136 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.89

Safety of [ 4858-85-9 ]

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

Application In Synthesis of [ 4858-85-9 ]

* 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 [ 4858-85-9 ]
Downstream synthetic route of [ 4858-85-9 ]

[ 4858-85-9 ] Synthesis Path-Upstream 1~2

1
[ 67-56-1 ]
[ 4858-85-9 ]
[ 40155-28-0 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 14, p. 4060 - 4064
[2] Farmaco, Edizione Scientifica, 1980, vol. 35, # 11, p. 902 - 912
[3] Journal of Medicinal Chemistry, 2018, vol. 61, # 10, p. 4517 - 4527

2
[ 4858-85-9 ]
[ 6961-82-6 ]
[ 724442-40-4 ]
[ 105985-17-9 ]

Reference： [1] Patent: WO2012/52420, 2012, A1, . Location in patent: Page/Page column 28-29

[ 4858-85-9 ] Synthesis Path-Downstream 1~9

1
[ 6863-76-9 ]
[ 19745-07-4 ]
[ 4858-85-9 ]
[ 4774-14-5 ]

Reference： [1]Journal of Heterocyclic Chemistry,1994,vol. 31,p. 1177 - 1180
[2]Journal of Heterocyclic Chemistry,1994,vol. 31,p. 1177 - 1180

2
[ 6863-76-9 ]
[ 14508-49-7 ]
[ 19745-07-4 ]
[ 4858-85-9 ]
[ 4774-14-5 ]

Reference： [1]Journal of Chemical Research, Miniprint,1984,p. 2860 - 2875

3
[ 290-37-9 ]
[ 7732-18-5 ]
[ 7782-50-5 ]
[ 14508-49-7 ]
[ 19745-07-4 ]
[ 4858-85-9 ]
[ 4774-14-5 ]

Reference： [1]Patent: US2540476,1948,

4
[ 4858-85-9 ]
[ 55912-20-4 ]
[ 203661-08-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium sulfide; sodium chloride; In dimethyl sulfoxide;	Production Example 98 4-[(3-Chloropyrazin-2-yl)thio]-3-nitrobenzyl alcohol 1.876 g of <strong>[55912-20-4]4-chloro-3-nitrobenzyl alcohol</strong> was dissolved in 20 ml of dimethyl sulfoxide. After adding 820 mg of anhydrous sodium sulfide, the resulting mixture was stirred at room temperature for 15 hours. After adding 1.19 g of 2,3-dichloropyrazine thereto, the reaction mixture was stirred at 100 C. for 1 hour. After adding ice/water, the reaction mixture was extracted with ethyl acetate, washed successively with water, 1 N hydrochloric acid, water, 1 N sodium hydroxide, and a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (eluted with ethyl acetate/n-hexane) to thereby give 1.60 g of the title compound as yellow crystals. 1H-NMR(DMSO-d6) δ ppm: 4.46(d, J=5.9 Hz, 2H), 5.61(t, J=5.9 Hz, 1H), 7.70(dd, J=1.8, 8.1 Hz, 1H), 7.76(d, J=8.1 Hz, 1H), 8.09(d, J=1.8 Hz, 1H), 8.33(d, J=2.6 Hz, 1H), 8.41(d, J=2.6 Hz, 1H)

Reference： [1]Heterocycles,2005,vol. 65,p. 403 - 410
[2]Patent: US6518423,2003,B1

5
[ 4858-85-9 ]
[ 55912-20-4 ]
[ 203661-08-9 ]
[ 35350-36-8 ]

Reference： [1]Heterocycles,2005,vol. 65,p. 403 - 410

6
[ 4858-85-9 ]
[ 612832-83-4 ]
[ 850913-58-5 ]

Yield	Reaction Conditions	Operation in experiment
80%	With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; water; at 20℃; for 20h;Heating / reflux;	a) 2-[2Benzvloxv)-5-chlorol-3-chloro-pvrazine 2, 3-Dichloropyrazine (255mg, 1.71 mmol), 2- (benzyloxy)-5-chloro-phenylboronic acid (450mg, 1.71 mmol) and sodium carbonate (139mg) were stirred in DME (ethylene glycol dimethyl ether) -water (1: 1,10 mL) under nitrogen for 20 minutes, then tetrakis (triphenylphoshine) palladium (0) (100mg) was added and the mixture heated at reflux for 20 hours. Upon cooling, saturated ammonium chloride was added and the resultant mixture was extracted with DCM (x 2). The combined extracts were dried (MgS04), filtered and evaporated. The residue was chromatographed on silica gel with with cyclohexane containing ethyl acetate (5-100%) to yield the title compound (448mg, 80%). LC/MS Rt = 3.47 min, [MH+] 331.

Reference： [1]Patent: WO2005/37786,2005,A1 .Location in patent: Page/Page column 38

7
[ 4858-85-9 ]
[ 455-37-8 ]
2-(3-fluorophenyl)oxazolo[4,5-b]pyrazine [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2014,vol. 356,p. 1047 - 1055

8
[ 4858-85-9 ]
[ 1209780-71-1 ]
tert-butyl 4-((3-chloropyrazin-2-yl)oxy)-3,3-difluoropiperidine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
440 mg		A) tert-butyl 4-((3-chloropyrazin-2-yl)oxy)-3,3-difluoropiperidine-1-carboxylate To a mixture of <strong>[1209780-71-1]tert-butyl <strong>[1209780-71-1]3,3-difluoro-4-hydroxypiperidine-1-carboxylate</strong></strong> (400 mg) and DMF (6.0 mL) was added sodium hydride (88 mg) at 0 C., and the mixture was stirred for 15 min. To the mixture was added 2,3-dichloropyrazine (250 mg), and the mixture was stirred overnight at room temperature. The mixture was poured into saturated sodium hydrogencarbonate, and extracted with ethyl acetate. The organic layer was dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (440 mg). 1H NMR (300 MHz, CDCl3) delta 1.39-1.52 (9H, m), 1.90-2.29 (2H, m), 3.39 (1H, m), 3.56-3.91 (2H, m), 3.91-4.28 (1H, m), 5.60 (1H, m), 8.02 (2H, s).

Reference： [1]Patent: US2016/24049,2016,A1 .Location in patent: Paragraph 0774; 0775

9
[ 4858-85-9 ]
[ 56456-49-6 ]
2-chloro-3-[(4-chloro-2-fluorobenzyl)oxy]pyrazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With sodium t-butanolate; In 1,4-dioxane; at 19℃; for 4h;	To a 19 C solution of <strong>[56456-49-6](4-chloro-2-fluorophenyl)methanol</strong> (7.17 g, 44.65 mmol) and 2,3- dichloropyrazine (7.09 g, 47.59 mmol) in 1 ,4-dioxane (50 mL) was added sodium fe/f-butoxide (5.42 g, 56.40 mmol). The reaction mixture was stirred at 19 C for 4 hours, whereupon it was poured into petroleum ether (150 mL) and then filtered through a pad of diatomaceous earth. Concentration of the filtrate in vacuo provided a residue, which was purified using silica gel chromatography (Gradient: 0% to 17% dichloromethane in petroleum ether); P4 was isolated as a white solid. Yield: 8.93 g, 73%. LCMS m/z 272.7 (dichloro isotope pattern observed) [M+H]+. 1H NMR (400 MHz, Chloroform-d) d 8.03 (d, 1 H), 7.98 (d, 1 H), 7.48 (dd, 1 H), 7.21 - 7.1 1 (m, 2H), 5.49 (s, 2H).

Reference： [1]Patent: WO2019/239371,2019,A1 .Location in patent: Page/Page column 56

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Isomers

Technical Information

? Alkyl Halide Occurrence ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling

Historical Records

Related Functional Groups of
[ 4858-85-9 ]

Chlorides

[ 33332-28-4 ]

2-Amino-6-chloropyrazine

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2,3-Dichloro-5-methylpyrazine

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[ 95-58-9 ]

2-Chloro-3-methylpyrazine

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[ 19745-07-4 ]

2,5-Dichloropyrazine

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Related Parent Nucleus of
[ 4858-85-9 ]

Pyrazines

[ 33332-28-4 ]

2-Amino-6-chloropyrazine

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5-Chloropyrazine-2,3-diamine

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Ghs Precautionary Statements

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Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
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P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
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.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
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.
P282	Wear cold insulating gloves/face shield/eye protection.
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P285	In case of inadequate ventilation wear respiratory protection.
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P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
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P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
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.
P332	IF SKIN irritation occurs:
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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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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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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.
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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.
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H204	Fire or projection 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
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
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H310	Fatal in contact with skin
H311	Toxic in contact with skin
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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

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[ CAS No. 4858-85-9 ] {[proInfo.proName]}

Quality Control of [ 4858-85-9 ]

Related Doc. of [ 4858-85-9 ]

Product Details of [ 4858-85-9 ]

Calculated chemistry of [ 4858-85-9 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 4858-85-9 ]

Application In Synthesis of [ 4858-85-9 ]

[ 4858-85-9 ] Synthesis Path-Upstream 1~2

[ 4858-85-9 ] Synthesis Path-Downstream 1~9

Technical Information

Related Functional Groups of [ 4858-85-9 ]

Chlorides

Related Parent Nucleus of [ 4858-85-9 ]

Pyrazines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 4858-85-9 ]

Related Parent Nucleus of
[ 4858-85-9 ]