Home Cart 0 Sign in  
X

[ CAS No. 637336-53-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 637336-53-9
Chemical Structure| 637336-53-9
Chemical Structure| 637336-53-9
Structure of 637336-53-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 637336-53-9 ]

Related Doc. of [ 637336-53-9 ]

Alternatived Products of [ 637336-53-9 ]

Product Details of [ 637336-53-9 ]

CAS No. :637336-53-9 MDL No. :MFCD04969986
Formula : C6H9N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :UBOGPSNFKMAOPP-UHFFFAOYSA-N
M.W : 155.15 Pubchem ID :7017722
Synonyms :

Calculated chemistry of [ 637336-53-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.33
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 39.17
TPSA : 70.14 Ų

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) : -7.04 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.24
Log Po/w (XLOGP3) : 0.29
Log Po/w (WLOGP) : -0.2
Log Po/w (MLOGP) : -0.58
Log Po/w (SILICOS-IT) : -0.53
Consensus Log Po/w : 0.04

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.19
Solubility : 10.0 mg/ml ; 0.0647 mol/l
Class : Very soluble
Log S (Ali) : -1.33
Solubility : 7.34 mg/ml ; 0.0473 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.5
Solubility : 49.1 mg/ml ; 0.316 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.89

Safety of [ 637336-53-9 ]

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:

Application In Synthesis of [ 637336-53-9 ]

* 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 [ 637336-53-9 ]
  • Downstream synthetic route of [ 637336-53-9 ]

[ 637336-53-9 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 400877-57-8 ]
  • [ 637336-53-9 ]
YieldReaction ConditionsOperation in experiment
96% With hydrogen In methanol for 24 h; A mixture of [1-METHYL-4-NITRO-LH-PYRAZOLE-3-CARBOXYLIC] acid methyl ester (500 mg, 2.7 mmol) and 10percent palladium on carbon [(50] mg) in methanol [(25] mL) was subjected to 60 psi pressure of hydrogen gas in a Parr apparatus for 24 h. At this time, the reaction mixture was filtered through a pad of celite and washed with methanol. The filtrate was concentrated in vacuo to afford [4-AMINO-1-METHYL-LH-PYRAZOLE-3-] carboxylic acid methyl ester (402 mg, 96percent) as an off-white solid
95% With hydrogen In methanol 240 mg (1.30 mM) of the compound obtained in Preparative Example 7 was dissolved in 5 ml of methanol, to which 24 mg of 10percent palladium/charcoal was added dropwise, and the resulting mixture was stirred under hydrogen pressure of 40 atm for 30 minutes. After the reaction was terminated, the resulting reaction solution was filtered through cellite, and distilled under reduced pressure, to obtain 191 mg (95percent) of the title compound.1H NMR (300 MHz, CDCl3) δ 3.86 (s, 3H), 3.92 (s, 3H), 6.91 (s, 1H).Mass: 155 (M+)
95% With palladium on activated charcoal In methanol at 25℃; for 1 h; A solution of methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate (1.0 g, 5.41 mmol) and Pd/C (200 mg) in MeOH (60 mL) was stirred for 1 hour at 25°C. Pd/C was filtered out and the filtrate was concentrated to give desired compound as a white solid (800 mg, 95percent).
95% With hydrogen In methanol for 0.5 h; 240 mg (1.30 mM) of the compound obtained in Preparative Example 7 was dissolved in 5 ml of methanol, to which 24 mg of 10percent palladium/ EPO <DP n="28"/>charcoal was added dropwise, and the resulting mixture was stirred under hydrogen pressure of 40 atm for 30 minutes. After the reaction was terminated, the resulting reaction solution was filtered through cellite, and distilled under reduced pressure, to obtain 191 mg (95percent) of the title compound.1H NMR(SOOMHZ, CDCl3) δ 3.86(s, 3H), 3.92(s, 3H), 6.91(s, IH). Mass : 155(M+)
84% With hydrogen In methanol at 20℃; Inert atmosphere A solution of 1-methyl-4-nitro-1H-pyrazole-3-carboxylic acid methyl ester (4.8 g, 25.94 mmol) in dry MeOH (100 ml) was thoroughly purged with argon, treated with 10percent Pd-C (2.7 g, 2.59 mmol), and again purged with argon. Then the reaction mixture was hydrogenated under a balloon pressure of hydrogen at rt for overnight. The reaction mixture was filtered through a bed of celite. The filtrate was concentrated and dried to give the title compound as gray - whitesolid (3.4 g, 84percent), which was used in the next reaction step without further purification.
84% With hydrogen In methanol at 20℃; Inert atmosphere A solution of l-methyl-4-nitro-lH-pyrazole-3-carboxylic acid methyl ester (4.8 g, 25.94 mmol) in dry MeOH (100ml) was thoroughly purged with argon, treated with 10percent Pd-C (2.7 g, 2.59 mmol), and again purged with argon. Then the reaction mixture was hydrogenated under a balloon pressure of hydrogen at rt for overnight. The reaction mixture was filtered through a bed of celite. The filtrate was concentrated and dried to give the title compound as gray-white solid (3.4 g, 84percent), which was used in the next reaction step without further purification.
8.57 g With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 6 h; B)
Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate
To a solution of methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate (10 g) in methanol (200 mL), palladium-carbon (10percent) (2 g) was added, and the mixture was stirred at room temperature for 6 hours in a hydrogen atmosphere (45 psi).
Palladium-carbon was filtered off, and then, the filtrate was concentrated to obtain the title compound (8.57 g).
1H NMR (400 MHz, CDCl3) δ 3.86 (3H, s), 3.92 (3H, s), 4.08 (2H, brs), 6.96 (1H, s).

Reference: [1] Patent: US2004/14766, 2004, A1,
[2] Patent: WO2003/106459, 2003, A1, . Location in patent: Page 162
[3] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 10, p. 979 - 984
[4] Patent: US2010/63106, 2010, A1, . Location in patent: Page/Page column 11
[5] Patent: WO2017/15449, 2017, A1, . Location in patent: Page/Page column 157
[6] Patent: WO2008/51047, 2008, A1, . Location in patent: Page/Page column 25-26
[7] Patent: US2011/306589, 2011, A1, . Location in patent: Page/Page column 53
[8] Patent: WO2011/154327, 2011, A1, . Location in patent: Page/Page column 137
[9] Tetrahedron Letters, 2009, vol. 50, # 22, p. 2624 - 2627
[10] Patent: CN107235906, 2017, A, . Location in patent: Paragraph 0130-0133
[11] Patent: EP3287441, 2018, A1, . Location in patent: Paragraph 0294
  • 2
  • [ 138786-86-4 ]
  • [ 637336-53-9 ]
Reference: [1] Patent: US2011/306589, 2011, A1,
[2] Patent: WO2003/106459, 2003, A1,
[3] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 10, p. 979 - 984
[4] Patent: CN107235906, 2017, A,
[5] Patent: WO2011/154327, 2011, A1,
[6] Patent: WO2008/51047, 2008, A1,
  • 3
  • [ 637336-53-9 ]
  • [ 211738-66-8 ]
Reference: [1] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 10, p. 979 - 984
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 637336-53-9 ]

Esters

Chemical Structure| 360056-45-7

[ 360056-45-7 ]

Methyl 4-amino-1H-pyrazole-3-carboxylate

Similarity: 0.93

Chemical Structure| 88529-79-7

[ 88529-79-7 ]

Ethyl 1-methyl-1H-pyrazole-3-carboxylate

Similarity: 0.83

Chemical Structure| 400877-57-8

[ 400877-57-8 ]

Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate

Similarity: 0.82

Chemical Structure| 15366-34-4

[ 15366-34-4 ]

Methyl 1H-pyrazole-3-carboxylate

Similarity: 0.78

Chemical Structure| 51985-95-6

[ 51985-95-6 ]

Methyl 5-hydroxy-1-methyl-1H-pyrazole-3-carboxylate

Similarity: 0.77

Amines

Chemical Structure| 360056-45-7

[ 360056-45-7 ]

Methyl 4-amino-1H-pyrazole-3-carboxylate

Similarity: 0.93

Chemical Structure| 923283-63-0

[ 923283-63-0 ]

1-tert-Butyl 3-methyl 4-amino-1H-pyrazole-1,3-dicarboxylate

Similarity: 0.77

Chemical Structure| 64299-26-9

[ 64299-26-9 ]

4-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid

Similarity: 0.75

Chemical Structure| 92406-53-6

[ 92406-53-6 ]

Methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate

Similarity: 0.75

Chemical Structure| 70500-80-0

[ 70500-80-0 ]

Ethyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate

Similarity: 0.74

Related Parent Nucleus of
[ 637336-53-9 ]

Pyrazoles

Chemical Structure| 360056-45-7

[ 360056-45-7 ]

Methyl 4-amino-1H-pyrazole-3-carboxylate

Similarity: 0.93

Chemical Structure| 88529-79-7

[ 88529-79-7 ]

Ethyl 1-methyl-1H-pyrazole-3-carboxylate

Similarity: 0.83

Chemical Structure| 400877-57-8

[ 400877-57-8 ]

Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate

Similarity: 0.82

Chemical Structure| 15366-34-4

[ 15366-34-4 ]

Methyl 1H-pyrazole-3-carboxylate

Similarity: 0.78

Chemical Structure| 51985-95-6

[ 51985-95-6 ]

Methyl 5-hydroxy-1-methyl-1H-pyrazole-3-carboxylate

Similarity: 0.77