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[ CAS No. 67451-81-4 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 67451-81-4
Chemical Structure| 67451-81-4
Chemical Structure| 67451-81-4
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Product Details of [ 67451-81-4 ]

CAS No. :67451-81-4 MDL No. :MFCD05841588
Formula : C12H15NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :LZLRLAYVCUNAEX-UHFFFAOYSA-N
M.W : 221.25 Pubchem ID :7152692
Synonyms :

Calculated chemistry of [ 67451-81-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.42
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 63.38
TPSA : 49.77 Ų

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) : -9.2 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.03
Log Po/w (XLOGP3) : -2.18
Log Po/w (WLOGP) : 0.68
Log Po/w (MLOGP) : 1.0
Log Po/w (SILICOS-IT) : 1.65
Consensus Log Po/w : 0.64

Druglikeness

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

Water Solubility

Log S (ESOL) : 0.08
Solubility : 267.0 mg/ml ; 1.21 mol/l
Class : Highly soluble
Log S (Ali) : 1.67
Solubility : 10200.0 mg/ml ; 46.3 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -2.37
Solubility : 0.946 mg/ml ; 0.00428 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.68

Safety of [ 67451-81-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338-P310 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 67451-81-4 ]

* 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 [ 67451-81-4 ]
  • Downstream synthetic route of [ 67451-81-4 ]

[ 67451-81-4 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 190660-95-8 ]
  • [ 67451-81-4 ]
YieldReaction ConditionsOperation in experiment
100% at 50℃; for 16 h; To a solution of methyl 3-(mo holinomethyl)benzoate (5.02 g, 21.0 mmol) in MeOH (100 mL) was added sodium hydroxide (21.0 mL, 42.0 mmol, 2 M). The mixture was heated at 50 °C for 16 h. The solvent was removed, residue was adjusted to pH=3 with 1M HC1, and the suspension was filtered. The solid was dissolved in ACN (15 mL) and concentrated to give 3-(morpholinomethyl)benzoic acid (4.6 g, 100percent) as a white solid used without further purification in the next step.
Reference: [1] Patent: WO2018/169777, 2018, A1, . Location in patent: Paragraph 0229
  • 2
  • [ 110-91-8 ]
  • [ 1129-28-8 ]
  • [ 67451-81-4 ]
YieldReaction ConditionsOperation in experiment
41% With sodium hydroxide In methanol; dichloromethane EXAMPLE 14
3-Morpholin-4-yl-methyl-benzoic Acid
Commercially available methyl 3-bromomethyl benzoate (5 g, 22 mmole) was dissolved in dichloromethane (20 mL) and morpholine (3.93 mL, 45 mmol) was added.
The solution was allowed to stir for 12 h, and filtered.
The solvent of the filtrate was removed under reduced pressure.
The resulting crude ester was dissolved in methanol, and sodium hydroxide (4.6 mL of 5N solution) was added.
The solution was stirred overnight at 40° C. for 12 h.
The solvent was partially removed under reduced pressure.
The crude was acidified, dichloromethane was added and the solution was cooled in ice.
After one hour, it was filtered, to provide the title product (2.3 g, 41percent) as the white solid hydrochloride salt: 1H-NMR (DMSO-d6) δ13.1 (bs, 1H), 11.8 (bs, 1H), 8.14 (s, 1H), 7.92 (m, 2H), 7.65 (t, J=4 Hz, 1H), 4.39 (bs, 2H), 3.91(m, 4H), 3.12 (m, 4H). MS (EI-NEG):[M+]221; Anal.RP-HPLC: 99percent purity.
Reference: [1] Patent: US6355633, 2002, B1,
  • 3
  • [ 99-36-5 ]
  • [ 67451-81-4 ]
Reference: [1] Patent: WO2018/169777, 2018, A1,
  • 4
  • [ 1129-28-8 ]
  • [ 67451-81-4 ]
Reference: [1] Patent: WO2018/169777, 2018, A1,
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Technical Information

• Acids Combine with Acyl Halides to Produce Anhydrides • Acyl Chloride Hydrolysis • Amide Hydrolysis • Amide Hydrolysis • Anhydride Hydrolysis • Arndt-Eistert Homologation • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Carbonation of Organometallics • Carboxylate Salt Formation • Carboxylic Acids React with Alcohols to Form Esters • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Conversion of Amino with Nitro • Decarboxylation of Substituted Propanedioic • Deprotection of Cbz-Amino Acids • Deprotonation of Methylbenzene • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Esters Hydrolyze to Carboxylic Acids and Alcohols • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Benzene • Hunsdiecker-Borodin Reaction • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Nitration of Benzene • Nitriles Hydrolyze to Carboxylic Acids • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Aldehydes Furnishes Carboxylic Acids • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Oxidation of Primary Alcohols Furnishes Carboxylic Acids • Passerini Reaction • Peptide Bond Formation with DCC • Periodic Acid Degradation of Sugars • Preparation of Alkylbenzene • Preparation of Amines • Preparation of Carboxylic Acids • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Reduction of Carboxylic Acids by LiAlH4 • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reductive Removal of a Diazonium Group • Reverse Sulfonation——Hydrolysis • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Sulfonation of Benzene • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Conversion of Carboxylic Acids into Acyl Halides • The Nitro Group Conver to the Amino Function • Ugi Reaction • Vilsmeier-Haack Reaction
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