Home Cart 0 Sign in  

[ CAS No. 13808-62-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 13808-62-3
Chemical Structure| 13808-62-3
Structure of 13808-62-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 13808-62-3 ]

Related Doc. of [ 13808-62-3 ]

Alternatived Products of [ 13808-62-3 ]

Product Details of [ 13808-62-3 ]

CAS No. :13808-62-3 MDL No. :MFCD01569521
Formula : C10H10N2 Boiling Point : -
Linear Structure Formula :- InChI Key :LANBPXHLIUYXOT-UHFFFAOYSA-N
M.W : 158.20 Pubchem ID :283921
Synonyms :

Calculated chemistry of [ 13808-62-3 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 11
Fraction Csp3 : 0.1
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 48.99
TPSA : 28.68 Ų

Pharmacokinetics

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) : -5.67 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.44
Log Po/w (XLOGP3) : 2.24
Log Po/w (WLOGP) : 2.39
Log Po/w (MLOGP) : 1.77
Log Po/w (SILICOS-IT) : 3.06
Consensus Log Po/w : 2.18

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.84
Solubility : 0.226 mg/ml ; 0.00143 mol/l
Class : Soluble
Log S (Ali) : -2.48
Solubility : 0.526 mg/ml ; 0.00333 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.13
Solubility : 0.0118 mg/ml ; 0.0000748 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.78

Safety of [ 13808-62-3 ]

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

Application In Synthesis of [ 13808-62-3 ]

* 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 [ 13808-62-3 ]
  • Downstream synthetic route of [ 13808-62-3 ]

[ 13808-62-3 ] Synthesis Path-Upstream   1~18

  • 1
  • [ 4545-21-5 ]
  • [ 75-20-7 ]
  • [ 13788-84-6 ]
  • [ 13808-62-3 ]
Reference: [1] Green Chemistry, 2016, vol. 18, # 24, p. 6445 - 6449
  • 2
  • [ 22293-10-3 ]
  • [ 75-20-7 ]
  • [ 13788-84-6 ]
  • [ 13808-62-3 ]
Reference: [1] Green Chemistry, 2016, vol. 18, # 24, p. 6445 - 6449
  • 3
  • [ 75-20-7 ]
  • [ 98-86-2 ]
  • [ 1576-35-8 ]
  • [ 13788-84-6 ]
  • [ 13808-62-3 ]
Reference: [1] Green Chemistry, 2016, vol. 18, # 24, p. 6445 - 6449
  • 4
  • [ 207673-23-2 ]
  • [ 13808-62-3 ]
YieldReaction ConditionsOperation in experiment
88%
Stage #1: With hydrazine In ethanol; water at 20℃; for 3 h; Heating / reflux
Stage #2: With hydrogenchloride In water
5.7 g (35.4 mmol) of the 2-formylpropiophenone synthesized in Step 1 was dissolved in 150 ml of ethanol. At room temperature, 2.4 g (37.7 mmol) of 80percent hydrazine hydrate was dropwise added to the solution, followed by stirring at the same temperature for 1 hour and further by heating under reflux for 2 hours. After reaction had been completed, the reaction mixture was cooled to room temperature and the solvent was distilled away. As a result, 5.2 g (33.2 mmol) of 3-phenyl-4-methylpyrazole was obtained as a white crystal. The yield was 88percent. The product synthesized was subjected to the next reaction without purification.
Reference: [1] Patent: EP1464642, 2004, A1, . Location in patent: Page 27
  • 5
  • [ 101-39-3 ]
  • [ 13808-62-3 ]
YieldReaction ConditionsOperation in experiment
98% With tetrabutylammomium bromide; toluene-4-sulfonic acid hydrazide; sodium hydroxide In water at 80℃; for 10 h; Air atmosphere General procedure: A Schlenk tube with a magnetic stir bar charged with α,β-unsaturated carbonyl compounds (0.5 mmol, 1 equiv), tosyl hydrazide (0.6 mmol, 1.2 equiv), NaOH (1.5 equiv), (n-Bu)4NBr (1.5 equiv). The reaction vessel was placed in an 80 °C oil bath, and then stirring at this temperature for 10 h. The reaction mixture was then allowed to cool to ambient temperature, and diluted with 20 mL of ethyl acetate, and washed with brine (15 mL), water (15 mL), and then the organic layer was dried over Na2SO4. After concentrated in vacuo, the crude product was purified by column chromatography. The identity and purity of the known product was confirmed by 1H NMR, 13C NMR, and GC-MS.
Reference: [1] Tetrahedron, 2011, vol. 67, # 49, p. 9618 - 9621
  • 6
  • [ 611-70-1 ]
  • [ 13808-62-3 ]
YieldReaction ConditionsOperation in experiment
85% With sodium hydroxide; sodium iodide In water Example 2
Preparation of 3-Phenyl-4-Methylpyrazole
(Compound of the Formula I where R1 is Phenyl, R2 is Methyl, R3 is H)
74.8 g (0.505 mol) of isopropyl phenyl ketone are added dropwise over the course of 2 hours to a suspension of 490 g (3.0 mol) of 60percent strength sulfuric acid, 31.25 g (0.5 mol) of 80percent strength hydrazine hydrate and 0.5 g (3.33 mmol) of sodium iodide at 125° C.
After stirring at 125° C. for one hour, the temperature is brought to 140° C. by distilling out 155 ml of water.
After cooling, the mixture is adjusted to pH 7.5 with 640 g (4.0 mol) of sodium hydroxide solution.
The residue after filtration and drying was recrystallized from ethanol.
69.2 g of pale brown crystals are obtained with a melting point of 115° C. and a purity of 97percent (HPLC), which corresponds to a yield of 85percent of theory.
Identification takes place through the physicochemical data.
Reference: [1] Patent: US6229022, 2001, B1,
  • 7
  • [ 130860-33-2 ]
  • [ 13808-62-3 ]
Reference: [1] Tetrahedron, 2013, vol. 69, # 5, p. 1427 - 1433
  • 8
  • [ 4545-21-5 ]
  • [ 75-20-7 ]
  • [ 13788-84-6 ]
  • [ 13808-62-3 ]
Reference: [1] Green Chemistry, 2016, vol. 18, # 24, p. 6445 - 6449
  • 9
  • [ 22293-10-3 ]
  • [ 75-20-7 ]
  • [ 13788-84-6 ]
  • [ 13808-62-3 ]
Reference: [1] Green Chemistry, 2016, vol. 18, # 24, p. 6445 - 6449
  • 10
  • [ 75-20-7 ]
  • [ 98-86-2 ]
  • [ 1576-35-8 ]
  • [ 13788-84-6 ]
  • [ 13808-62-3 ]
Reference: [1] Green Chemistry, 2016, vol. 18, # 24, p. 6445 - 6449
  • 11
  • [ 25388-07-2 ]
  • [ 13808-62-3 ]
  • [ 66367-67-7 ]
  • [ 87389-78-4 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1998, vol. 35, # 1, p. 109 - 112
[2] Journal of Heterocyclic Chemistry, 1998, vol. 35, # 1, p. 109 - 112
  • 12
  • [ 13044-42-3 ]
  • [ 63617-45-8 ]
  • [ 13808-62-3 ]
  • [ 100-52-7 ]
  • [ 97130-07-9 ]
  • [ 97130-06-8 ]
Reference: [1] Tetrahedron, 1985, vol. 41, # 2, p. 283 - 296
  • 13
  • [ 25388-07-2 ]
  • [ 13808-62-3 ]
  • [ 66367-67-7 ]
  • [ 87389-78-4 ]
  • [ 63955-02-2 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1998, vol. 35, # 1, p. 109 - 112
  • 14
  • [ 15174-47-7 ]
  • [ 13808-62-3 ]
Reference: [1] Tetrahedron, 2013, vol. 69, # 5, p. 1427 - 1433
  • 15
  • [ 879770-33-9 ]
  • [ 13808-62-3 ]
Reference: [1] Helvetica Chimica Acta, 1955, vol. 38, p. 670,674
  • 16
  • [ 64847-20-7 ]
  • [ 13808-62-3 ]
Reference: [1] Helvetica Chimica Acta, 1955, vol. 38, p. 670,674
  • 17
  • [ 25388-07-2 ]
  • [ 13808-62-3 ]
  • [ 66367-67-7 ]
  • [ 87389-78-4 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1998, vol. 35, # 1, p. 109 - 112
[2] Journal of Heterocyclic Chemistry, 1998, vol. 35, # 1, p. 109 - 112
  • 18
  • [ 25388-07-2 ]
  • [ 13808-62-3 ]
  • [ 66367-67-7 ]
  • [ 87389-78-4 ]
  • [ 63955-02-2 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1998, vol. 35, # 1, p. 109 - 112
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 13808-62-3 ]

Aryls

Chemical Structure| 13788-84-6

[ 13788-84-6 ]

3-Methyl-4-phenyl-1H-pyrazole

Similarity: 0.98

Chemical Structure| 2458-26-6

[ 2458-26-6 ]

3-Phenyl-1H-pyrazole

Similarity: 0.96

Chemical Structure| 149739-36-6

[ 149739-36-6 ]

3-(m-Tolyl)-1H-pyrazole

Similarity: 0.96

Chemical Structure| 10199-68-5

[ 10199-68-5 ]

4-Phenyl-1H-pyrazole

Similarity: 0.87

Chemical Structure| 26033-20-5

[ 26033-20-5 ]

3-Phenyl-1H-pyrazole-4-carbaldehyde

Similarity: 0.85

Related Parent Nucleus of
[ 13808-62-3 ]

Pyrazoles

Chemical Structure| 13788-84-6

[ 13788-84-6 ]

3-Methyl-4-phenyl-1H-pyrazole

Similarity: 0.98

Chemical Structure| 2458-26-6

[ 2458-26-6 ]

3-Phenyl-1H-pyrazole

Similarity: 0.96

Chemical Structure| 149739-36-6

[ 149739-36-6 ]

3-(m-Tolyl)-1H-pyrazole

Similarity: 0.96

Chemical Structure| 10199-68-5

[ 10199-68-5 ]

4-Phenyl-1H-pyrazole

Similarity: 0.87

Chemical Structure| 26033-20-5

[ 26033-20-5 ]

3-Phenyl-1H-pyrazole-4-carbaldehyde

Similarity: 0.85