Home Cart 0 Sign in  

[ CAS No. 1849-54-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1849-54-3
Chemical Structure| 1849-54-3
Structure of 1849-54-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1849-54-3 ]

Related Doc. of [ 1849-54-3 ]

Alternatived Products of [ 1849-54-3 ]

Product Details of [ 1849-54-3 ]

CAS No. :1849-54-3 MDL No. :MFCD01318565
Formula : C6H5NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :NVLPDIRQWJSXLZ-UHFFFAOYSA-N
M.W : 123.11 Pubchem ID :192747
Synonyms :

Calculated chemistry of [ 1849-54-3 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 31.65
TPSA : 50.19 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) : -6.69 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.61
Log Po/w (XLOGP3) : 0.51
Log Po/w (WLOGP) : 0.6
Log Po/w (MLOGP) : -0.84
Log Po/w (SILICOS-IT) : 1.04
Consensus Log Po/w : 0.38

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.35
Solubility : 5.47 mg/ml ; 0.0445 mol/l
Class : Very soluble
Log S (Ali) : -1.13
Solubility : 9.03 mg/ml ; 0.0734 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.35
Solubility : 5.46 mg/ml ; 0.0444 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.06

Safety of [ 1849-54-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1849-54-3 ]

* 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 [ 1849-54-3 ]
  • Downstream synthetic route of [ 1849-54-3 ]

[ 1849-54-3 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 666234-13-5 ]
  • [ 1849-54-3 ]
YieldReaction ConditionsOperation in experiment
49.4% With hydrogenchloride In tetrahydrofuran; water at 60℃; for 1 h; To a stirred solution of 3-methoxymethoxypyridine-4-carbaldehyde (11.0 g, 65.83 mmol) in THF (50 mL) was added 3N HC1 (100 mL) and stirred at 60 °C for 1 h. The reaction mixture was cooled under ice bath and pH was adjusted to 7 with solid K2CO3. Resulting mixture was extracted with EtOAc (5 x 250 mL). The organic layer was dried over sodium sulphate, concentrated under reduced pressure to afford crude product which was purified by column chromatography using silica gel (100-200 mesh) and 23percent . EtOAc/hexane as eluent to afford 3-hydroxy-pyridine-4-carbaldehyde (4.0 g, 32.496 mmol, 49.4 percent) as pale yellow solid. GC-MS: 123 (m/z), 1H-NMR (DMSO-d6, 400 MHz): δ 11.04 (bs,lH), 10.37 (s, 1H), 8.46 (s, 1H), 8.20 (d, 1H, J=4.88 Hz), 7.46 (d, 1H, J=4.88Hz). GC-FID: 99.51percent.
4 g With hydrogenchloride In tetrahydrofuran at 60℃; for 1 h; To a stirred solution of 3-methoxymethoxypyridine-4-carbaldehyde (hg, 65.83 mmol) in THF (50 mL) was added 3N HC1 (100 mL) and stirred at 60°C for 1 hr. The reaction mixture was cooled under ice bath and pH was adjusted to 7 with solid K2C03. Resulting mixture was extracted with EtOAc (250 mL x 5). The organic layer was dried over sodium sulfate, concentrated under reduced pressure to afford 15g of crude which was purified by column chromatography using silica gel (100-200 mesh) and 23percent EtOAc/hexane as eluent to afford 4 g of 3-hydroxy-pyridine- 4-carbaldehyde as pale yellow solid. GC-MS: 123 (mlz), ‘H-NMR (DMSO-d6, 400 MHz): ö 11.04 (bs,1H), 10.37 (s, 1H), 8.46 (s, 1H), 8.20 (d, 1H, J=4.88 Hz), 7.46 (d, 1H, J=4.88Hz). GC-FID:99.5 1percent.
Reference: [1] Patent: WO2016/27241, 2016, A1, . Location in patent: Page/Page column 30; 43
[2] Patent: WO2014/186035, 2014, A1, . Location in patent: Page/Page column 146
  • 2
  • [ 81245-25-2 ]
  • [ 1849-54-3 ]
Reference: [1] Patent: WO2014/186035, 2014, A1,
[2] Patent: WO2016/27241, 2016, A1,
  • 3
  • [ 109-00-2 ]
  • [ 1849-54-3 ]
Reference: [1] Patent: WO2014/186035, 2014, A1,
[2] Patent: WO2016/27241, 2016, A1,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 1849-54-3 ]

Aldehydes

Chemical Structure| 65-22-5

[ 65-22-5 ]

3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride

Similarity: 0.78

Chemical Structure| 204862-70-4

[ 204862-70-4 ]

3,5-Dimethoxyisonicotinaldehyde

Similarity: 0.77

Chemical Structure| 113118-83-5

[ 113118-83-5 ]

5-Methoxynicotinaldehyde

Similarity: 0.74

Chemical Structure| 872-85-5

[ 872-85-5 ]

4-Pyridinecarboxaldehyde

Similarity: 0.73

Chemical Structure| 31191-08-9

[ 31191-08-9 ]

5-Hydroxypicolinaldehyde

Similarity: 0.73

Alcohols

Chemical Structure| 10128-71-9

[ 10128-71-9 ]

3-Hydroxyisonicotinic acid

Similarity: 0.89

Chemical Structure| 10128-72-0

[ 10128-72-0 ]

Methyl 3-hydroxyisonicotinate

Similarity: 0.82

Chemical Structure| 65-22-5

[ 65-22-5 ]

3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride

Similarity: 0.78

Chemical Structure| 3336-49-0

[ 3336-49-0 ]

Isoquinolin-4-ol

Similarity: 0.73

Chemical Structure| 31191-08-9

[ 31191-08-9 ]

5-Hydroxypicolinaldehyde

Similarity: 0.73

Related Parent Nucleus of
[ 1849-54-3 ]

Pyridines

Chemical Structure| 10128-71-9

[ 10128-71-9 ]

3-Hydroxyisonicotinic acid

Similarity: 0.89

Chemical Structure| 10128-72-0

[ 10128-72-0 ]

Methyl 3-hydroxyisonicotinate

Similarity: 0.82

Chemical Structure| 78790-88-2

[ 78790-88-2 ]

3-Ethoxyisonicotinic acid

Similarity: 0.78

Chemical Structure| 65-22-5

[ 65-22-5 ]

3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride

Similarity: 0.78

Chemical Structure| 204862-70-4

[ 204862-70-4 ]

3,5-Dimethoxyisonicotinaldehyde

Similarity: 0.77