Home Cart 0 Sign in  
X

[ CAS No. 774238-85-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 774238-85-6
Chemical Structure| 774238-85-6
Chemical Structure| 774238-85-6
Structure of 774238-85-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 774238-85-6 ]

Related Doc. of [ 774238-85-6 ]

Alternatived Products of [ 774238-85-6 ]

Product Details of [ 774238-85-6 ]

CAS No. :774238-85-6 MDL No. :MFCD20390632
Formula : C8H11NO3S Boiling Point : -
Linear Structure Formula :- InChI Key :YNQSODATMCATMW-UHFFFAOYSA-N
M.W : 201.24 Pubchem ID :58767116
Synonyms :

Calculated chemistry of [ 774238-85-6 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 50.84
TPSA : 74.78 Ų

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) : -7.48 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.86
Log Po/w (XLOGP3) : 0.06
Log Po/w (WLOGP) : 1.29
Log Po/w (MLOGP) : 0.12
Log Po/w (SILICOS-IT) : 0.2
Consensus Log Po/w : 0.51

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.27
Solubility : 10.8 mg/ml ; 0.0538 mol/l
Class : Very soluble
Log S (Ali) : -1.18
Solubility : 13.2 mg/ml ; 0.0655 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.6
Solubility : 0.51 mg/ml ; 0.00254 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.49

Safety of [ 774238-85-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 774238-85-6 ]

* 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.

  • Downstream synthetic route of [ 774238-85-6 ]

[ 774238-85-6 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 7151-77-1 ]
  • [ 774238-85-6 ]
YieldReaction ConditionsOperation in experiment
93% With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 1h; A LiAIH4 solution (1. 0 M in THF, 6. 9 mL, 6. 90 MMOL) was added to an oven dried flask under nitrogen. The solution was diluted with THF (15 mL) and cooled to 0 °C. A solution of ethyl 4-[(methylsulfonyl) amino] benzoate (1. 29 g, 5. 30 MMOL) in THF (5 mL) was added dropwise to the LAH solution. After the addition, the reaction was warmed up to rt and stirred for 1 hr. TLC of a small aliquot showed complete reaction. The reaction was then cooled to 0 °C and treated carefully with EtOAc (5 mL), EtOH (5 mL), and 10% NAHS04 (7 mL). The suspension was filtered through celite and the filtrate was dried over MGS04. The solvent was removed at reduced pressure to obtain N- [4- (hydroxymethyl) phenyl] METHANESULFONAMIDE as a white solid (0. 99 G, 93 %) :'H NMR (DMSO-d6) 8 9. 62 (s, 1H), 7. 24 (d, 2H), 7. 13 (d, 2H), 5. 12 (t, 1H), 4. 42 (d, 2H), 2. 92 (s, 3H).
18% With lithium aluminium tetrahydride In tetrahydrofuran at 15℃; for 12h; Inert atmosphere; 75 To a solution of 23 (5.0 g, 30 mmol) and pyridine (7.0 g, 91 mmol) in DC (20 ml.) was added MsCI (4.0 g, 36 mmol) dropwise at 0 °C under N2atmosphere. The reaction mixture was stirred at 0 °C for 0.4 h. The reaction mixture was quenched by H20 (50 ml.) at 0 °C, and then extracted with DCM (50 ml. x 2). The combined organic layers were washed with brine (50 ml. x 2), dried over Na2S04, filtered and concentrated under reduced pressure to give 24 (7.0 g, 95%) as a red solid.1H NMR (400 MHz, DMSO-d6) 8.03 (d, J = 8.4 Hz, 2H), 7.28 (d, J = 6.0 Hz, 2H), 4.37 (m, 2H), 3.08 (s, 3H), 1 .39 (t, J = 6.4 Hz, 3H). To a mixture of 24 (2.0 g, 8.0 mmol) in THF (30 mL) was added LiAIH4(468 mg , 12.0 mmol) slowly at 0 °C and then the reaction mixture was stirred at 15 °C for 12 h under N2atmosphere. The reaction mixture was quenched by 0.5 mL of saturated sodium potassium. After filtered, the filtrate was concentrated under reduced pressure to give 25 (300 mg , 18 %) as a white solid.1H NMR (400 MHz, DMSO-d6) 9.62 (s, 1 H), 7.27 (d, J = 8.0 Hz, 2H), 7.16 (d, J = 8.0 Hz, 2H), 5.12 (s, 1 H), 4.44 (d, J = 4.4 Hz, 2H), 2.94 (s, 3H). A mixture of 25 (500 mg, 2.50 mmol,), A/-Boc-(S)-valine (1 .2 g, 5.5 mmol), DCC (1 g, 5 mmol) and DMAP (30 mg , 0.25 mmol) in DCM (10 mL) was stirred at 15 °C for 12 h under N2atmosphere. After filtered, the filtrate was concentrated under reduced pressure. The crude was purified via column chromatography (petroleum ether/EtOAC = 2: 1) to give 26 (600 mg , crude) as a white solid. To a solution of 26 (600 mg) in EtOAc (100 mL) was added HCI/EtOAc (6 M, 2 mL) dropwise and then the mixture was stirred at 15 °C for 2 h under N2atmosphere. The reaction mixture was concentrated under reduced pressure to give 27 (400 mg, crude) as a white solid.
  • 2
  • [ 774238-85-6 ]
  • [ 83922-54-7 ]
YieldReaction ConditionsOperation in experiment
90% With manganese(IV) oxide; In tetrahydrofuran; at 60℃; for 8h;Inert atmosphere; [0264] Step G: To a solution of compound 5-6 (230 mg, 1.1 mmol) and in 10 mL of THF was add slowly Mn02 (200 mg, 2.2 mmol). The mixture was stirred at 60 C under N2 for 8h. The mixture was filtered and the organic solvent was concentrated. Compound 5-7 was obtained after silica gel column chromatography (eluent: PE/EA = 5 : 1) as a brown solid (200 mg, yield: 90%).
65% With manganese(IV) oxide; In tetrahydrofuran; at 50℃; N-[4-(HYDROXYMETHYL) PHENYL] METHANESULFONAMIDE (0. 99 G, 4. 91 MMOL) was dissolved in THF (15 mL) and treated with MNO2 (1. 01 G, 9. 83 MMOL). The reaction was stirred at 50 C overnight. The Manganese oxide was then filtered through celite and the filtrate was purified with 40 S Biotage eluting with 40-50% EtOAc in hexanes to obtain N- (4- formylphenyl) methanesulfonamide as a white solid (0. 64 g, 65 %) :'H NMR (DMSO-d6) 8 10. 47 (s, 1H), 9. 86 (s, 1H), 7. 86 (d, 2H), 7. 33 (d, 2H), 3. 13 (s, 3H).
  • 4
  • [ 67-56-1 ]
  • [ 774238-85-6 ]
  • [ 1188925-39-4 ]
YieldReaction ConditionsOperation in experiment
With [bis(acetoxy)iodo]benzene at 20℃; for 0.166667h;
  • 5
  • [ 91-20-3 ]
  • [ 774238-85-6 ]
  • C18H17NO3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
53% With bis(tertbutylcarbonyloxy)iodobenzene In dichloromethane at -4℃; for 0.0333333h;
  • 6
  • [ 94-09-7 ]
  • [ 774238-85-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: pyridine / dichloromethane / 0.4 h / 0 °C / Inert atmosphere 2: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 15 °C / Inert atmosphere
  • 7
  • [ 774238-85-6 ]
  • C13H20N2O4S*ClH [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 15 °C / Inert atmosphere 2: hydrogenchloride / ethyl acetate / 2 h / 15 °C / Inert atmosphere
  • 8
  • [ 774238-85-6 ]
  • [ 13734-41-3 ]
  • C18H28N2O6S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 15℃; for 12h; Inert atmosphere; 75 To a solution of 23 (5.0 g, 30 mmol) and pyridine (7.0 g, 91 mmol) in DC (20 ml.) was added MsCI (4.0 g, 36 mmol) dropwise at 0 °C under N2atmosphere. The reaction mixture was stirred at 0 °C for 0.4 h. The reaction mixture was quenched by H20 (50 ml.) at 0 °C, and then extracted with DCM (50 ml. x 2). The combined organic layers were washed with brine (50 ml. x 2), dried over Na2S04, filtered and concentrated under reduced pressure to give 24 (7.0 g, 95%) as a red solid.1H NMR (400 MHz, DMSO-d6) 8.03 (d, J = 8.4 Hz, 2H), 7.28 (d, J = 6.0 Hz, 2H), 4.37 (m, 2H), 3.08 (s, 3H), 1 .39 (t, J = 6.4 Hz, 3H). To a mixture of 24 (2.0 g, 8.0 mmol) in THF (30 mL) was added LiAIH4(468 mg , 12.0 mmol) slowly at 0 °C and then the reaction mixture was stirred at 15 °C for 12 h under N2atmosphere. The reaction mixture was quenched by 0.5 mL of saturated sodium potassium. After filtered, the filtrate was concentrated under reduced pressure to give 25 (300 mg , 18 %) as a white solid.1H NMR (400 MHz, DMSO-d6) 9.62 (s, 1 H), 7.27 (d, J = 8.0 Hz, 2H), 7.16 (d, J = 8.0 Hz, 2H), 5.12 (s, 1 H), 4.44 (d, J = 4.4 Hz, 2H), 2.94 (s, 3H). A mixture of 25 (500 mg, 2.50 mmol,), A/-Boc-(S)-valine (1 .2 g, 5.5 mmol), DCC (1 g, 5 mmol) and DMAP (30 mg , 0.25 mmol) in DCM (10 mL) was stirred at 15 °C for 12 h under N2atmosphere. After filtered, the filtrate was concentrated under reduced pressure. The crude was purified via column chromatography (petroleum ether/EtOAC = 2: 1) to give 26 (600 mg , crude) as a white solid. To a solution of 26 (600 mg) in EtOAc (100 mL) was added HCI/EtOAc (6 M, 2 mL) dropwise and then the mixture was stirred at 15 °C for 2 h under N2atmosphere. The reaction mixture was concentrated under reduced pressure to give 27 (400 mg, crude) as a white solid.
  • 9
  • [ 619-45-4 ]
  • [ 774238-85-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere 2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
  • 10
  • [ 50790-28-8 ]
  • [ 774238-85-6 ]
YieldReaction ConditionsOperation in experiment
55% With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; 5.F [0263] Step F: To a mixture of compound 5-5 (500 mg, 2.0 mmol) in 10 mL of THF was add slowly LAH (80 mg, 2.0 mmol) at 0 °C under N2. The mixture was stirred at room temperature for lh, and additional LAH (80 mg, 2.0 mmol) was added at 0 °C The reaction was quenched with EA, H20, and IN HC1. Solid was filtered and the organic solvent was concentrated. The residue was purified by silica gel column chromatography (eluent: DCM/MeOH = 20: 1) to give compound 5-6 as a white solid (230 mg, yield: 55%).
  • 11
  • [ 774238-85-6 ]
  • C24H28F3N5O2S2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: manganese(IV) oxide / tetrahydrofuran / 8 h / 60 °C / Inert atmosphere 2.1: triethylamine / dichloromethane / 2 h / 20 °C 2.2: 20 °C
  • 12
  • [ 774238-85-6 ]
  • C24H29F3N6O2S2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: manganese(IV) oxide / tetrahydrofuran / 8 h / 60 °C / Inert atmosphere 2.1: triethylamine / dichloromethane / 2 h / 20 °C 2.2: 20 °C
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 774238-85-6 ]

Aryls

Chemical Structure| 376347-09-0

[ 376347-09-0 ]

N-(3-(Hydroxymethyl)phenyl)methanesulfonamide

Similarity: 0.98

Chemical Structure| 4284-47-3

[ 4284-47-3 ]

N-p-Tolylmethanesulfonamide

Similarity: 0.89

Chemical Structure| 7151-76-0

[ 7151-76-0 ]

4-(Methylsulfonamido)benzoic acid

Similarity: 0.86

Chemical Structure| 376347-09-0

[ 376347-09-0 ]

N-(3-(Hydroxymethyl)phenyl)methanesulfonamide

Similarity: 0.98

Chemical Structure| 4284-47-3

[ 4284-47-3 ]

N-p-Tolylmethanesulfonamide

Similarity: 0.89

Alcohols

Chemical Structure| 376347-09-0

[ 376347-09-0 ]

N-(3-(Hydroxymethyl)phenyl)methanesulfonamide

Similarity: 0.98

Chemical Structure| 1184556-81-7

[ 1184556-81-7 ]

N-(3-(Hydroxymethyl)phenyl)ethanesulfonamide

Similarity: 0.86

Chemical Structure| 376347-09-0

[ 376347-09-0 ]

N-(3-(Hydroxymethyl)phenyl)methanesulfonamide

Similarity: 0.98

Chemical Structure| 1184556-81-7

[ 1184556-81-7 ]

N-(3-(Hydroxymethyl)phenyl)ethanesulfonamide

Similarity: 0.86

Amines

Chemical Structure| 376347-09-0

[ 376347-09-0 ]

N-(3-(Hydroxymethyl)phenyl)methanesulfonamide

Similarity: 0.98

Chemical Structure| 4284-47-3

[ 4284-47-3 ]

N-p-Tolylmethanesulfonamide

Similarity: 0.89

Chemical Structure| 7151-76-0

[ 7151-76-0 ]

4-(Methylsulfonamido)benzoic acid

Similarity: 0.86

Chemical Structure| 376347-09-0

[ 376347-09-0 ]

N-(3-(Hydroxymethyl)phenyl)methanesulfonamide

Similarity: 0.98

Chemical Structure| 4284-47-3

[ 4284-47-3 ]

N-p-Tolylmethanesulfonamide

Similarity: 0.89

Sulfamides

Chemical Structure| 376347-09-0

[ 376347-09-0 ]

N-(3-(Hydroxymethyl)phenyl)methanesulfonamide

Similarity: 0.98

Chemical Structure| 4284-47-3

[ 4284-47-3 ]

N-p-Tolylmethanesulfonamide

Similarity: 0.89

Chemical Structure| 7151-76-0

[ 7151-76-0 ]

4-(Methylsulfonamido)benzoic acid

Similarity: 0.86

Chemical Structure| 376347-09-0

[ 376347-09-0 ]

N-(3-(Hydroxymethyl)phenyl)methanesulfonamide

Similarity: 0.98

Chemical Structure| 4284-47-3

[ 4284-47-3 ]

N-p-Tolylmethanesulfonamide

Similarity: 0.89