[ CAS No. 104146-10-3 ] {[proInfo.proName]}

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Structure of 104146-10-3 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 104146-10-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 104146-10-3 ]

SDS Specification

Alternatived Products of [ 104146-10-3 ]

Product Details of [ 104146-10-3 ]

CAS No. :	104146-10-3	MDL No. :	MFCD00191253
Formula :	C₂₄H₂₃ClN₂O₅S	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	KFCMZNUGNLCSJQ-NFBKMPQASA-N
M.W :	486.97	Pubchem ID :	10874591
Synonyms :		Chemical Name :	(6R,7R)-4-Methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Calculated chemistry of [ 104146-10-3 ] Expand+

Physicochemical Properties

Num. heavy atoms :	33
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.29
Num. rotatable bonds :	10
Num. H-bond acceptors :	5.0
Num. H-bond donors :	1.0
Molar Refractivity :	129.44
TPSA :	110.24 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-7.36 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.11
Log Po/w (XLOGP3) :	2.69
Log Po/w (WLOGP) :	2.34
Log Po/w (MLOGP) :	2.73
Log Po/w (SILICOS-IT) :	3.76
Consensus Log Po/w :	2.93

Druglikeness

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

Water Solubility

Log S (ESOL) :	-4.16
Solubility :	0.0335 mg/ml ; 0.0000687 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.66
Solubility :	0.0107 mg/ml ; 0.000022 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-6.9
Solubility :	0.0000609 mg/ml ; 0.000000125 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	4.84

Safety of [ 104146-10-3 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P501-P261-P272-P280-P284-P302+P352-P342+P311-P362+P364-P304+P340-P333+P313	UN#:	2811
Hazard Statements:	H317-H334	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 104146-10-3 ]

* 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 [ 104146-10-3 ]
Downstream synthetic route of [ 104146-10-3 ]

[ 104146-10-3 ] Synthesis Path-Upstream 1~2

1
[ 104146-10-3 ]
[ 113479-65-5 ]

Yield	Reaction Conditions	Operation in experiment
456 g	With pyridine; phosphorus pentachloride In methanol; dichloromethane at -30 - 5℃; for 4 h;	CH2Cl2 (3L), PCl5 (374.4g) were added to 10L of the reaction flask, the temperature was stirred at room temperature down to about 0 ° C, pyridine (200mL) was slowly added dropwise to control the dropping rate,So that the internal temperature should not exceed 5 . The reaction was continued after 1h cooled to -5 , GCLE was added in portions(7Phenylacetamide-3-chloromethyl cephalanacrylate p-methoxybenzyl ester, 584.4g), controlling the internal temperature between -5 to 0 , the reaction was continued for 3h. Rapid cooling to -30 , the beginning slowly dropping methanol (1500mL), continue to -30 for 1h. The temperature was raised to -10 ° C, and 1500 mL of water was added dropwise. The temperature was controlled to -10 to 0 ° C for 1 hour. Finally, 1500mL of water was added once more and the mixture was stirred for 5min. The reaction solution was poured into a beaker with a lower mouth and was allowed to stand for delamination. The organic phase was taken off and a small amount of CH2Cl2 was added to the aqueous phase. The combined organic phases were dried over anhydrous sodium sulfate 1000g) dried,Suction filtration, the filter cake was washed with a small amount of CH2Cl2, the filtrate was added dropwise to isopropyl ether (12L) and stirred overnight. The next day, suction filtration, the filter cake was washed with a small amount of isopropyl ether, pale yellow solid, scraped the material, dried in vacuo overnight to give the product 456g.

Reference： [1] Patent: CN106317077, 2017, A, . Location in patent: Paragraph 0010; 0011l 0012

2
[ 104146-10-3 ]
[ 113479-65-5 ]

Reference： [1] Tetrahedron Letters, 1987, vol. 28, # 24, p. 2745 - 2746

[ 104146-10-3 ] Synthesis Path-Downstream 1~3

1
[ 104146-10-3 ]
[ 98753-19-6 ]

Reference： [1]Synthetic Communications,2011,vol. 41,p. 629 - 636
[2]Patent: CN109651400,2019,A

2
[ 104146-10-3 ]
[ 137215-27-1 ]
(6R,7R)-4-methoxybenzyl 8-oxo-3-(((4-methyl-2-oxo-2H-chromen-7-yl)thio)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylate [ No CAS ]
(6R,7R)-4-methoxybenzyl 8-oxo-3-(((4-methyl-2-oxo-2H-chromen-7-yl)thio)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 6945 - 6953

3
[ 104146-10-3 ]
[ 137215-27-1 ]
(6R,7R)-8-oxo-3-(((4-methyl-2-oxo-2H-chromen-7-yl)thio)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid [ No CAS ]
(6R,7R)-8-oxo-3-(((4-methyl-2-oxo-2H-chromen-7-yl)thio)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 6945 - 6953

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Technical Information

? Acyl Group Substitution ? Alkyl Halide Occurrence ? Appel Reaction ? Arndt-Eistert Homologation ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Blaise Reaction ? Bouveault-Blanc Reduction ? Bucherer-Bergs Reaction ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Catalytic Hydrogenation ? Chan-Lam Coupling Reaction ? Chugaev Reaction ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Corey-Fuchs Reaction ? Corey-Kim Oxidation ? Dess-Martin Oxidation ? Ester Cleavage ? Fischer Indole Synthesis ? General Reactivity ? Grignard Reaction ? Halogenation ? Hantzsch Dihydropyridine Synthesis ? Heat of Combustion ? Henry Nitroaldol Reaction ? Hiyama Cross-Coupling Reaction ? Horner-Wadsworth-Emmons Reaction ? Hunsdiecker-Borodin Reaction ? Hydride Reductions ? Jones Oxidation ? Julia-Kocienski Olefination ? Kinetics of Alkyl Halides ? Knoevenagel Condensation ? Kumada Cross-Coupling Reaction ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? Mannich Reaction ? Martin's Sulfurane Dehydrating Reagent ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Mitsunobu Reaction ? Moffatt Oxidation ? Mukaiyama Aldol Reaction ? Nomenclature of Ethers ? Nozaki-Hiyama-Kishi Reaction ? Nucleophilicity of Organophosphorus Compounds ? Nucleophilicity of Sulfur Compounds ? Organophosphorus Compounds as Reducing Agents ? Oxidation of Alcohols by DMSO ? Oxidation States of Organophosphorus Compounds ? Oxidation States of Sulfur Compounds ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Alcohols ? Preparation of Aldehydes and Ketones ? Preparation of Amines ? Preparation of Carboxylic Acids ? Preparation of Ethers ? Preparation of Phosphorus and Sulfur Ylides ? Prins Reaction ? Ramberg-B?cklund Reaction ? Reactions of Alcohols ? Reactions of Aldehydes and Ketones ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Carboxylic Acids ? Reactions of Dihalides ? Reactions of Ethers ? Reactions of Phosphorus and Sulfur Ylides ? Reactions with Organometallic Reagents ? Reformatsky Reaction ? Ritter Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Sharpless Olefin Synthesis ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes ? Specialized Acylation Reagents-Vilsmeier Reagent ? Stetter Reaction ? Stille Coupling ? Stobbe Condensation ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Swern Oxidation ? Tebbe Olefination ? Thorpe-Ziegler Reaction ? Ugi Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

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[ 104146-10-3 ]

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[ 104146-10-3 ]

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Ghs Precautionary Statements

Precautionary Statements-General
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Code	Phrase
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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
Code	Phrase
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
H225	Highly flammable liquid and vapour
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
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
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. 104146-10-3 ] {[proInfo.proName]}

Quality Control of [ 104146-10-3 ]

Related Doc. of [ 104146-10-3 ]

Product Details of [ 104146-10-3 ]

Calculated chemistry of [ 104146-10-3 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 104146-10-3 ]

Application In Synthesis of [ 104146-10-3 ]

[ 104146-10-3 ] Synthesis Path-Upstream 1~2

[ 104146-10-3 ] Synthesis Path-Downstream 1~3

Technical Information

Related Functional Groups of [ 104146-10-3 ]

Aryls

Chlorides

Ethers

Amides

Esters

Benzyl Chlorides

Amines

Related Parent Nucleus of [ 104146-10-3 ]

Other Aliphatic Heterocycles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 104146-10-3 ]

Related Parent Nucleus of
[ 104146-10-3 ]