Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 66521-54-8 | MDL No. : | MFCD00115039 |
Formula : | C10H12N2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | BWERGHWJEBQNQV-SOFGYWHQSA-N |
M.W : | 176.22 | Pubchem ID : | 5369159 |
Synonyms : |
|
Num. heavy atoms : | 13 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.2 |
Num. rotatable bonds : | 3 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 51.27 |
TPSA : | 33.2 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.52 cm/s |
Log Po/w (iLOGP) : | 2.13 |
Log Po/w (XLOGP3) : | 1.21 |
Log Po/w (WLOGP) : | 1.34 |
Log Po/w (MLOGP) : | 0.12 |
Log Po/w (SILICOS-IT) : | 1.27 |
Consensus Log Po/w : | 1.21 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -1.84 |
Solubility : | 2.56 mg/ml ; 0.0145 mol/l |
Class : | Very soluble |
Log S (Ali) : | -1.5 |
Solubility : | 5.52 mg/ml ; 0.0313 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -2.17 |
Solubility : | 1.19 mg/ml ; 0.00675 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 2.2 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | at 90℃; for 12 h; | A solution of 4.0 g (33.0 mmol, 1.0 eq.) of 1-(pyridin-2-yl)ethan-1-one in 13.1 mL (99.1 mmol, 3.0 eq,) of DMF dimethylacetal was stirred at 90 °C for 12 h. The mixture wasallowed to cool to room temperature, and the resulting precipitate was collected by filtration. The solids were washed with 2 x 5 mL of ethyl acetate and dried under high vacuum to provide, 3.0 g (17.0 mmol, 51percent) of (E)-3 -(dimethylamino)- 1 -(pyridin-2-yl)prop-2-en- 1-one. |
13 g | for 24 h; Reflux | 12.1 g of 2-acetylpyridine was dissolved in 150 ml of toluene, 30 ml of DMF-DMA was added while stirring, and the mixture was heated to reflux for 24 hours, cooled to room temperature, concentrated to dryness under reduced pressure, and 150 ml of petroleum ether was added to the residue for stirring. Disperse, filter, filter cake washed with petroleum ether to give intermediate 13g, yellow crystals. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With hydrazine In ethanolHeating / reflux | To a solution of 10 g (56. 7 mmol) of 3-dimethylamino-1-pyridin-2-yl- propenone in 100 mL absolute ethanol was added 1. 96 mL (62. 4 mmol, 1. 1 equiv.) of anhydrous hydrazine with stirring to give a pale yellow solution. This solution was heated to reflux and stirred overnight, then concentrated to give a tan-colored solid. The solid was then crystallized from ethyl acetate/hexane to give 8. 06 g (55. 5 mmol, 98percent) of 2-(1H-pyrazol-3-yl)-pyridine as tan-colored CRYSTALS. 1H-NMR (300 MHz, CDCI3, 8) : 11. 69 (br s, 1 H), 8. 66 (dd, J = 1 Hz, 5 Hz, 1 H), 7. 76 (d, J = 3 Hz, 1 H), 7. 74 (s, 1 H), 7. 66 (d, J = 2 Hz, 1 H), 7. 23 (t, J = 9 HZ, 1 H), 6. 81 (d, J = 3 Hz, 1 H) ; M/Z : 146 [M + H] +. |
0.19 g | at 50℃; for 0.166667 h; Microwave irradiation | Its synthesis by conventional methods and some spectroscopic datahave been previously reported [15a,15b]. MW assisted method: A mixtureof 2-acetylpyridine (0.22 mL, 2 mmol) and DMF-dimethylacetal(0.27 mL, 2 mmol) was heated in a microwave oven for 2 h at 100 °C,and then the volatiles were removed in vacuo. The brown red solid wasmixed with hydrazine hydrate (0.2 mL, 4 mmol) and heated in a microwaveoven for 10 min at 50 °C. The volatiles were removed in vacuo,the red residue was washed with water (3×5 mL), and the ochre solidthus obtained was dried in vacuo, and recrystallized from CH2Cl2/hexane, yielding 0.19 g (65percent). IR (cm−1): 3124 m, 3058 m, 3023 m,2978 m, 2937 m, 2898 m, 2835 m, 2802 m, 2735 m, 2654 w, 2501 w,2324 w, 2165 w, 2051 w, 1981 w, 1704 w, 1590 s, 1567 m, 1536 w,1502 m, 1454 m, 1416 s, 1357 m, 1303 m, 1271 w, 1231 m, 1192 w,1144 m, 1129 w, 1088 m, 1059 m, 1048 m, 1036 w, 1000 w, 993 m,950 m, 924 w, 877 m, 843 m, 797 m, 757 vs, 704 s, 695 m, 627 m,615 m. 1H NMR (400 MHz, CDCl3) δ 11.70 (s, NH, 1H), 8.63 (dt, J=4.9and 1.2 Hz, H3′, 1H), 7.73 (dt, J=8.2 and 4.1 Hz, H6′ and H4′, 2H), 7.64(d, J=2.1 Hz, H4, 1H), 7.22 (dd, J=8.1, 4.9 Hz, H5′, 1H), 6.77 (s, H5,1H). 13C{1H} NMR (101 MHz, CDCl3) δ 206.95 (C2′), 192.18 (C3),149.43 (C3′), 136.45 (C4′ and C4), 122.80 (C5′), 120.03 (C6′), 103.32(C5). |
[ 112677-15-3 ]
3-(Dimethylamino)-1-(pyridin-2-yl)but-2-en-1-one
Similarity: 0.88
[ 200059-63-8 ]
1-(6-Bromopyridin-2-yl)-3-(dimethylamino)prop-2-en-1-one
Similarity: 0.84
[ 53940-12-8 ]
(E)-3-Phenyl-1-(pyridin-2-yl)prop-2-en-1-one
Similarity: 0.78
[ 66521-53-7 ]
3-(Dimethylamino)-1-(pyridin-4-yl)prop-2-en-1-one
Similarity: 0.72
[ 111781-53-4 ]
3-(Dimethylamino)-1-(pyrazin-2-yl)prop-2-en-1-one
Similarity: 0.71
[ 112677-15-3 ]
3-(Dimethylamino)-1-(pyridin-2-yl)but-2-en-1-one
Similarity: 0.88
[ 200059-63-8 ]
1-(6-Bromopyridin-2-yl)-3-(dimethylamino)prop-2-en-1-one
Similarity: 0.84
[ 53940-12-8 ]
(E)-3-Phenyl-1-(pyridin-2-yl)prop-2-en-1-one
Similarity: 0.78
[ 724787-72-8 ]
6-Methyl-1,5-naphthyridin-4(1H)-one
Similarity: 0.74
[ 112677-15-3 ]
3-(Dimethylamino)-1-(pyridin-2-yl)but-2-en-1-one
Similarity: 0.88
[ 200059-63-8 ]
1-(6-Bromopyridin-2-yl)-3-(dimethylamino)prop-2-en-1-one
Similarity: 0.84
[ 66521-53-7 ]
3-(Dimethylamino)-1-(pyridin-4-yl)prop-2-en-1-one
Similarity: 0.72
[ 111781-53-4 ]
3-(Dimethylamino)-1-(pyrazin-2-yl)prop-2-en-1-one
Similarity: 0.71
[ 112677-15-3 ]
3-(Dimethylamino)-1-(pyridin-2-yl)but-2-en-1-one
Similarity: 0.88
[ 200059-63-8 ]
1-(6-Bromopyridin-2-yl)-3-(dimethylamino)prop-2-en-1-one
Similarity: 0.84
[ 53940-12-8 ]
(E)-3-Phenyl-1-(pyridin-2-yl)prop-2-en-1-one
Similarity: 0.78
[ 66521-53-7 ]
3-(Dimethylamino)-1-(pyridin-4-yl)prop-2-en-1-one
Similarity: 0.72