Home Cart 0 Sign in  

[ CAS No. 54568-12-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 54568-12-6
Chemical Structure| 54568-12-6
Structure of 54568-12-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 54568-12-6 ]

Related Doc. of [ 54568-12-6 ]

Alternatived Products of [ 54568-12-6 ]

Product Details of [ 54568-12-6 ]

CAS No. :54568-12-6 MDL No. :MFCD09909808
Formula : C6H9N3 Boiling Point : -
Linear Structure Formula :- InChI Key :SMPCNKPYFMZJMO-UHFFFAOYSA-N
M.W : 123.16 Pubchem ID :643252
Synonyms :

Calculated chemistry of [ 54568-12-6 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 36.37
TPSA : 51.8 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) : -6.61 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.36
Log Po/w (XLOGP3) : 0.62
Log Po/w (WLOGP) : 0.68
Log Po/w (MLOGP) : 0.06
Log Po/w (SILICOS-IT) : 1.06
Consensus Log Po/w : 0.76

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.49
Solubility : 4.01 mg/ml ; 0.0325 mol/l
Class : Very soluble
Log S (Ali) : -1.28
Solubility : 6.43 mg/ml ; 0.0522 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.02
Solubility : 1.17 mg/ml ; 0.00951 mol/l
Class : Soluble

Medicinal Chemistry

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

Safety of [ 54568-12-6 ]

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 [ 54568-12-6 ]

* 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.

  • Upstream synthesis route of [ 54568-12-6 ]
  • Downstream synthetic route of [ 54568-12-6 ]

[ 54568-12-6 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 67434-65-5 ]
  • [ 54568-12-6 ]
YieldReaction ConditionsOperation in experiment
42%
Stage #1: With Benzophenone imine; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 80℃; for 1 h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 3 h;
To a solution of 4-chloro-5,6-dimethylpyrimidine D8 (0.18 g, 1.26 mmol) in dry toluene (4 ml) were added sodium t-butoxyde (0.17 g, 1.77 mmol), Pd2(dba)3 (0.12 g, 0.13 mmol), BINAP (0.24 g, 0.38 mmol) and benzophenone imine (0.25 ml, 1.51 mmol). The resulting mixture was degassed (3 x pump/N2) and then heated to 80 0C. After 1 h stirring, the mixture was cooled down to room temperature, diluted with Et2O (100 ml) and filtered through a celite pad. Volatiles were evaporated, the resulting oil was dissolved in THF (20 ml) and HCl (3 M aqueous solution, 0.63 ml, 1.89 mmol) was added. The mixture was stirred at room temperature for 3 h, concentrated under reduced pressure, neutralized with a saturated NaHCO3 aqueous solution and diluted with DCM (50 ml). The inorganic layer was back-extracted with DCM (2 x 50 ml). The collected organic layers were passed through a phase separator tube and evaporated. The orange solid residue was triturated several times with Et2O and dried to afford the title compound D9 (0.067 g, 0.54 mmol, 42percent yield). 1H NMR (400 MHz, CDCl3) δ(ppm): 8.38 (s, 1 H), 4.78 (bs, 1 H), 2.43 (s, 3 H), 2.08 (s, 3 H).
Reference: [1] Patent: WO2009/3997, 2009, A1, . Location in patent: Page/Page column 21
[2] Chemische Berichte, 1901, vol. 34, p. 2813
  • 2
  • [ 14394-62-8 ]
  • [ 54568-12-6 ]
Reference: [1] Chemische Berichte, 1901, vol. 34, p. 2813
[2] Chemische Berichte, 1901, vol. 34, p. 2813
  • 3
  • [ 1780-32-1 ]
  • [ 54568-12-6 ]
Reference: [1] Chemische Berichte, 1901, vol. 34, p. 2813
  • 4
  • [ 67434-65-5 ]
  • [ 7664-41-7 ]
  • [ 54568-12-6 ]
Reference: [1] Chemische Berichte, 1901, vol. 34, p. 2813
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 54568-12-6 ]

Amines

Chemical Structure| 76574-44-2

[ 76574-44-2 ]

4-Amino-6-methylpyrimidine-5-carbonitrile

Similarity: 0.85

Chemical Structure| 22433-68-7

[ 22433-68-7 ]

4-Amino-5-methylpyrimidine

Similarity: 0.84

Chemical Structure| 3435-28-7

[ 3435-28-7 ]

6-Methylpyrimidin-4-amine

Similarity: 0.84

Chemical Structure| 73-70-1

[ 73-70-1 ]

2,5-Dimethylpyrimidin-4-amine

Similarity: 0.83

Chemical Structure| 823-61-0

[ 823-61-0 ]

3,6-Dimethyl-2-pyridinamine

Similarity: 0.75

Related Parent Nucleus of
[ 54568-12-6 ]

Pyrimidines

Chemical Structure| 76574-44-2

[ 76574-44-2 ]

4-Amino-6-methylpyrimidine-5-carbonitrile

Similarity: 0.85

Chemical Structure| 22433-68-7

[ 22433-68-7 ]

4-Amino-5-methylpyrimidine

Similarity: 0.84

Chemical Structure| 3435-28-7

[ 3435-28-7 ]

6-Methylpyrimidin-4-amine

Similarity: 0.84

Chemical Structure| 73-70-1

[ 73-70-1 ]

2,5-Dimethylpyrimidin-4-amine

Similarity: 0.83

Chemical Structure| 3435-29-8

[ 3435-29-8 ]

4-Amino-6-phenylpyrimidine

Similarity: 0.73