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[ CAS No. 3279-95-6 ] {[proInfo.proName]}

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Type HazMat fee for 500 gram (Estimated)
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Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
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Chemical Structure| 3279-95-6
Chemical Structure| 3279-95-6
Structure of 3279-95-6 * Storage: {[proInfo.prStorage]}

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Product Details of [ 3279-95-6 ]

CAS No. :3279-95-6 MDL No. :MFCD00517034
Formula : C2H7NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :WWWTWPXKLJTKPM-UHFFFAOYSA-N
M.W : 77.08 Pubchem ID :3014186
Synonyms :

Calculated chemistry of [ 3279-95-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 5
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 16.68
TPSA : 55.48 ?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) : -7.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.57
Log Po/w (XLOGP3) : -1.35
Log Po/w (WLOGP) : -1.13
Log Po/w (MLOGP) : -1.22
Log Po/w (SILICOS-IT) : -1.05
Consensus Log Po/w : -0.84

Druglikeness

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

Water Solubility

Log S (ESOL) : 0.66
Solubility : 356.0 mg/ml ; 4.62 mol/l
Class : Highly soluble
Log S (Ali) : 0.68
Solubility : 373.0 mg/ml ; 4.84 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : 0.63
Solubility : 329.0 mg/ml ; 4.27 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.04

Safety of [ 3279-95-6 ]

Signal Word:Danger Class:3
Precautionary Statements:P210-P403+P235 UN#:1993
Hazard Statements:H225 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 3279-95-6 ]

* 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 [ 3279-95-6 ]

[ 3279-95-6 ] Synthesis Path-Downstream   1~12

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YieldReaction ConditionsOperation in experiment
97% In ethanol; for 18h;Reflux; A mixture of 2-(aminooxy)ethanol (3.16 g, 41.0 mmol) and paraformaldehyde (1.23 g, 41.0 mmol) in EtOH (50 ml_) was heated under reflux for 18 h. The solvent was removed under reduced pressure to afford the subtitle compound formaldehyde 0-(2-hydroxyethyl) oxime as a colourless oil (3.56 g, 97%); 1 H NMR delta: 3.57 (2H, q), 4.05-3.96 (2H, m), 4.67 (1 H, t), 6.57 (1 H, d), 7.05 (1 H, d).
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YieldReaction ConditionsOperation in experiment
78% With hydrazine; In methanol; at 70℃; for 1.5h; 13b. 2-(Aminooxy)ethan-l-olH2N. / LambdaDHA solution of the product of Example 13a (15.57 g, 75.2 mmol) and hydrazine hydrate (5.4 mL, 0.11 mol) in methanol (150 mL) were heated to 70 C for 1.5 hours. After cooling to room temperature, CHCl3 (100 mL) was added to the reaction mixture. The resulting slurry was filtered and washed with CHCl3 (100 mL x 2). The filtrate was concentrated and the residue was distilled under vacuum (0.025 mmHg) at 75 to 80 C to give a colorless oil (4.54 g, 78% yield); 1H NMR (300 MHz, CDCl3) delta 3.78 (s, 4H); 13C NMR (75 MHz, CDCl3) delta 76.3, 60.7.
73% With methylhydrazine; In dichloromethane; at 20℃; 2 was obtained flask 5L in step 4 (2-hydroxy - ethoxy) - isoindole-1,3-dione (555 g, 2.679 mol) was added, dissolved under stirring in methylene chloride (2.0 L), while the reaction vessel was cooled in an ice bath, methyl hydrazine (142 mL, 2.68 mol) the inner temperature was added dropwise so as not to exceed 20 C. With the progress of the reaction, a white insoluble matter has emerged. After completion of the dropwise addition, the mixture was stirred under about 15 minutes the ice bath, the precipitated insoluble substance was filtered off through a glass filter, washed white insolubles on the filter with dichloromethane (2 x 400 mL), the filtrate and washings was combined evaporated under reduced pressure. The yellow oily residue (230g) was distilled under reduced pressure (51~54 C / 2 mmHg), the objective compound as unemployed transparent liquid 2-aminooxyethanol (162g, 73%).
28% With hydrazine hydrate; In methanol; at 70℃; for 1.5h; To a stirred solution of Compound 172 (29.0 g, 139.97 mmol) in MeOH (300 mL) was added hydrazine hydrate (9.63 mL, 195.96 mmol) at room temperature. The resultant solution was stirred at 70 C for 1.5 hours. The reaction mixture was cooled to room temperature and diluted with CHCI3(1 x 300 mL). The resultant slurry was filtered through Buchner funnel and washed with CHCI3(2 x 300 mL). The filtrate was concentrated, and the residue was distilled under vacuum (0.025 mmHg) at 75-80 C to give the desired alcohol, 2-(aminooxy)ethan-1-ol (Compound 173, 3.0 g,28 %), as a colorless oil.
With hydrazine hydrate; In methanol; for 2h;Reflux; Hydrazine monohydrate (3.96 mg, 0.124 mmol) was added to a solution of 2-(2- hydroxyethoxy)isoindoline-1 ,3-dione (produced with a similar procedure for intermediate B) (25.6 mg, 0.124 mmol) in 5 ml_ of MeOH. The solution was heated at reflux for 2 h and then cooled to rt. White precipitate was filtered off and 1 -(3-(quinolin-6-ylmethyl)- [1 ,2,4]triazolo[4,3-b]pyridazin-6-yl)ethanone (41.2) (15 mg, 0.049 mmol) was added. The pH value of the solution was adjusted to 5-6 with 1 N HCI solution. The reaction solution was then stirred at rt for 2 h. Solvent was evaporated and the crude was purified by HPLC (acidic with 0.05% TFA) to give 8 mg (44.5%) of the title compound as a white TFA salt. 1H-NMR (400MHz, MeOH-Cf4) delta ppm 9.09 (s, 1 H), 8.93 (d, 1 H), 8.27 (s, 1 H), 8.16 (m, 3H), 7.98 (d, 1 H), 7.93 (m, 1 H), 4.92 (s, 2H), 4.38 (t, 2H), 3.86 (t, 2H), 2.34 (s, 3H). LC-MS (method B): [MH]+ =363.1 , tR = 2.31 min.

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