[ CAS No. 497-25-6 ] {[proInfo.proName]}

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2D 3D

Structure of 497-25-6 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 497-25-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 497-25-6 ]

SDS Specification

Alternatived Products of [ 497-25-6 ]

Product Details of [ 497-25-6 ]

CAS No. :	497-25-6	MDL No. :	MFCD00005268
Formula :	C₃H₅NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	IZXIZTKNFFYFOF-UHFFFAOYSA-N
M.W :	87.08	Pubchem ID :	73949
Synonyms :

Calculated chemistry of [ 497-25-6 ] Expand+

Physicochemical Properties

Num. heavy atoms :	6
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.67
Num. rotatable bonds :	0
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	22.81
TPSA :	38.33 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.03 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.83
Log Po/w (XLOGP3) :	-0.28
Log Po/w (WLOGP) :	-0.65
Log Po/w (MLOGP) :	-0.83
Log Po/w (SILICOS-IT) :	0.71
Consensus Log Po/w :	-0.05

Druglikeness

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

Water Solubility

Log S (ESOL) :	-0.2
Solubility :	54.5 mg/ml ; 0.626 mol/l
Class :	Very soluble
Log S (Ali) :	-0.07
Solubility :	74.9 mg/ml ; 0.86 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.29
Solubility :	45.0 mg/ml ; 0.516 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.32

Safety of [ 497-25-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P280-P337+P313-P362+P364-P333+P313	UN#:	N/A
Hazard Statements:	H315-H319-H317	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 497-25-6 ]

* 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.

Upstream synthesis route of [ 497-25-6 ]
Downstream synthetic route of [ 497-25-6 ]

[ 497-25-6 ] Synthesis Path-Upstream 1~1

1
[ 128276-02-8 ]
[ 67-63-0 ]
[ 497-25-6 ]
[ 10233-13-3 ]

Reference： [1] Synlett, 2008, # 8, p. 1211 - 1215

[ 497-25-6 ] Synthesis Path-Downstream 1~10

1
[ 75-21-8 ]
[ 57-13-6 ]
[ 497-25-6 ]
[ 2078-71-9 ]
[ 142-27-8 ]

Reference： [1]Journal of Organic Chemistry,1957,vol. 22,p. 166

2
[ 497-25-6 ]
[ 926-39-6 ]

Reference： [1]Patent: DE882706,1951,

3
[ 926-39-6 ]
[ 497-25-6 ]

Reference： [1]Festschrift A. Stoll <Basel 1957> S. 474, 477,
[2]Patent: US2773067,1953,
[3]Patent: US2773067,1953,
[4]Patent: US2773067,1953,

4
[ 497-25-6 ]
[ 80-65-9 ]

Reference： [1]Journal of the American Chemical Society,1977,vol. 99,p. 1172 - 1180
[2]Organic Letters,2005,vol. 7,p. 2767 - 2770

5
[ 497-25-6 ]
[ 2346-26-1 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions I,1982,p. 2341 - 2346
[2]Tetrahedron,2005,vol. 61,p. 6854 - 6859

6
[ 497-25-6 ]
[ 204377-88-8 ]
[ 1384717-28-5 ]

Reference： [1]Chemical Communications,2012,vol. 48,p. 6735 - 6737

7
[ 497-25-6 ]
[ 3107-19-5 ]
3-(2,6-dichloro-4-nitrophenyl)-1,3-oxazolidin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%		General procedure: Example 69A 1-tert-Butyl-3-(2,6-dichloro-4-nitrophenyl)imidazolidin-2-one Under argon, a solution of 1.48 g (10.5 mmol) of 1-tert-butylimidazolidin-2-one in THF (10 ml) was cooled to 0 C., 1.60 g (14.3 mmol) of potassium tert-butoxide were added a little at a time and the mixture was stirred at RT for 30 min. A solution of 2.00 g (9.52 mmol) of <strong>[3107-19-5]1,3-dichloro-2-fluoro-5-nitrobenzene</strong> in THF (7 ml) was added and the mixture was stirred at 0 C. for 2 h. For work-up, the reaction mixture was diluted with water. The mixture was extracted three times with ethyl acetate and the organic phase was dried with magnesium sulfate, filtered on a rotary evaporator and concentrated. The residue was dissolved in ethyl acetate, absorbed on diatomaceous earth and purified by flash chromatography (cyclohexane/ethyl acetate 9:1?7:1). This gave 1.18 g (37% of theory) of the title compound. LC-MS (Method 3): Rt=1.11 min; m/z=332 (M+H)+.

Reference： [1]Patent: US2016/297771,2016,A1 .Location in patent: Paragraph 0651; 0652; 0653; 0654; 0709; 0710; 0711; 0712

8
[ 2078-71-9 ]
[ 497-25-6 ]

Yield	Reaction Conditions	Operation in experiment
	In N,N-dimethyl-formamide; at 150℃; for 18h;	122.1 g (2.0 mol) of ethanolamine and 126.1 g (2.1 mol) of urea were placed in a 500 mL four-necked flask equipped with a stirrer, a condenser, a thermometer, and an interior tube, and nitrogen was bubbled at 100 mL / min While heating at 105 ° C. for 24 hours. 219 g (3.0 mol) of DMF was added thereto, heated at 150 ° C. for 18 hours while nitrogen gas bubbling was carried out at 500 mL / min, DMF of the solvent was distilled off under reduced pressure, and the desired 2-oxazolidone was collected in 87.8percent yield It got by the rate.

Reference： [1]Patent: JP6025476,2016,B2 .Location in patent: Paragraph 0031; 0131; 0135

9
[ 497-25-6 ]
[ 16883-16-2 ]
C₁₄H₁₂N₂O₄ [ No CAS ]

Reference： [1]Journal of Agricultural and Food Chemistry,2019

10
[ 497-25-6 ]
[ 939-57-1 ]
(E)-3-(3-(o-tolyl)acryloyl)oxazolidin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85.9%		Compound (E) -3- (o-tolyl) acrylic acid 1a (400.0 mg, 2.47 mmol) and triethylamine (685.6 muL, 4.93 mmol) was dissolved in ultra-dry methylene chloride, protected by argon, and pivaloyl chloride (364.5 muL, 2.96 mmol) was added at -78 C, transfer to room temperature and stir for 1 hour, then add oxazolidin-2-one (214.8 mg, 2.47 mmol) and lithium chloride (104.5 mg, 2.47 mmol) at -78 C, and stir at room temperature for 12 hours.After the reaction was monitored by TLC, it was quenched with water and extracted with dichloromethane. The organic layers were combined, washed with a saturated sodium chloride solution, and the organic layers were dried over anhydrous sodium sulfate,After concentration, the crude product was subjected to column chromatography to obtain the target product A1 (490 mg, white solid) in a yield of 85.9%.

Reference： [1]Patent: CN110483432,2019,A .Location in patent: Paragraph 0167-0170

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Isomers

Technical Information

? Acyl Group Substitution ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Bucherer-Bergs Reaction ? Chan-Lam Coupling Reaction ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Fischer Indole Synthesis ? Grignard Reaction ? Henry Nitroaldol Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Amines ? Reformatsky Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes ? Stobbe Condensation ? Tebbe Olefination ? Ugi Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

Historical Records

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[ 497-25-6 ]

Amides

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Ghs Precautionary Statements

Precautionary Statements-General
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.
P202	Do not handle until all safety precautions have been read and understood.
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.
P283	Wear fire/flame resistant/retardant clothing.
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:
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:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
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.
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.
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.
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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
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P501	Dispose of contents/container to ...
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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
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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
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H271	May cause fire or explosion; strong oxidizer
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H281	Contains refrigerated gas; may cause cryogenic burns or injury
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H302	Harmful if swallowed
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H304	May be fatal if swallowed and enters airways
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H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
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H316	Causes mild skin irritation
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H318	Causes serious eye damage
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H320	Causes eye irritation
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H341	Suspected of causing genetic defects
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H351	Suspected of causing cancer
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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. 497-25-6 ] {[proInfo.proName]}

Quality Control of [ 497-25-6 ]

Related Doc. of [ 497-25-6 ]

Product Details of [ 497-25-6 ]

Calculated chemistry of [ 497-25-6 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 497-25-6 ]

Application In Synthesis of [ 497-25-6 ]

[ 497-25-6 ] Synthesis Path-Upstream 1~1

[ 497-25-6 ] Synthesis Path-Downstream 1~10

Technical Information

Related Functional Groups of [ 497-25-6 ]

Amides

Related Parent Nucleus of [ 497-25-6 ]

Aliphatic Heterocycles

Oxazolidines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 497-25-6 ]

Related Parent Nucleus of
[ 497-25-6 ]