Home Cart 0 Sign in  

[ CAS No. 6645-69-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 6645-69-8
Chemical Structure| 6645-69-8
Structure of 6645-69-8 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 6645-69-8 ]

Related Doc. of [ 6645-69-8 ]

Alternatived Products of [ 6645-69-8 ]

Product Details of [ 6645-69-8 ]

CAS No. :6645-69-8 MDL No. :MFCD00296933
Formula : C5H5N3O4 Boiling Point : -
Linear Structure Formula :- InChI Key :KUJDGSFHKVQDQL-UHFFFAOYSA-N
M.W : 171.11 Pubchem ID :1283477
Synonyms :

Calculated chemistry of [ 6645-69-8 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.2
Num. rotatable bonds : 3
Num. H-bond acceptors : 5.0
Num. H-bond donors : 1.0
Molar Refractivity : 38.89
TPSA : 100.94 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) : -7.51 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.33
Log Po/w (XLOGP3) : -0.24
Log Po/w (WLOGP) : -0.12
Log Po/w (MLOGP) : -1.64
Log Po/w (SILICOS-IT) : -2.42
Consensus Log Po/w : -0.82

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -0.86
Solubility : 23.6 mg/ml ; 0.138 mol/l
Class : Very soluble
Log S (Ali) : -1.42
Solubility : 6.48 mg/ml ; 0.0379 mol/l
Class : Very soluble
Log S (SILICOS-IT) : 0.43
Solubility : 466.0 mg/ml ; 2.72 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.15

Safety of [ 6645-69-8 ]

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 [ 6645-69-8 ]

* 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 [ 6645-69-8 ]
  • Downstream synthetic route of [ 6645-69-8 ]

[ 6645-69-8 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 2075-46-9 ]
  • [ 79-08-3 ]
  • [ 6645-69-8 ]
YieldReaction ConditionsOperation in experiment
88%
Stage #1: With potassium hydroxide In water; acetone at 20℃; for 0.5 h;
Stage #2: at 20℃;
A solution of potassium hydroxide (32.7 g, 0.58 mol) in water (100 mL) was added to a stirred mixture of 4-nitro-lH-pyrazole (30 g, 0.27 mol) in acetone (500 mL) at room temperature. After 30 min, a solution of 2-bromoacetic acid (38.7 g, 0.27 mol) in acetone (100 mL) was added and the reaction was stirred overnight. The solvent was removed in vacuo, the residue was diluted with water then extracted three times with ethyl acetate and the combined organic layer was concentrated in vacuo. The residue was further extracted with dichloromethane and methanol and the combined organic layer was concentrated in vacuo to afford 2-(4-nitro-lH-pyrazol-l-yl)acetic acid (40 g, 88percent).
Reference: [1] Patent: WO2013/174895, 2013, A1, . Location in patent: Page/Page column 70
  • 2
  • [ 10199-61-8 ]
  • [ 6645-69-8 ]
YieldReaction ConditionsOperation in experiment
33% at 0 - 20℃; for 18 h; Six conical flasks were charged with pyrazol-1-yl-acetic acid ethyl ester (6 x 9.66 g, 6 x 62.6 mmol) and concentrated sulphuric acid (6 x 20 ml) was added. The solutions were cooled to 0 0C and concentrated nitric acid (6 x 10 ml) was added dropwise. The reaction mixtures were allowed to warm to room temperature and left standing for 18 hours. The combined organic mixtures were poured into ice (50 ml) and extracted with ethyl acetate (5x500 ml). The combined organic extracts were washed with brine (500 ml), dried (MgSO4), filtered and concentrated under reduced pressure to leave a yellow solid. Recrystallisation from ethyl acetate afforded the title compound as an off-white solid (20.97 g, 33 percent yield). EPO <DP n="53"/>1H NMR (300 MHz, DMSOd6) δ: 13.33 (1H1 br s), 8.87 (1H, s), 8.29 (1H, s), 5.08 (2H, s). LC/MS: m/z 341 [2M-H]".
Reference: [1] Patent: WO2006/117552, 2006, A1, . Location in patent: Page/Page column 50-52
  • 3
  • [ 39753-81-6 ]
  • [ 6645-69-8 ]
Reference: [1] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1986, vol. 35, # 10, p. 2191[2] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1986, # 10, p. 2392
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 6645-69-8 ]

Carboxylic Acids

Chemical Structure| 92534-69-5

[ 92534-69-5 ]

1-Methyl-4-nitro-1H-pyrazole-5-carboxylic acid

Similarity: 0.85

Chemical Structure| 1417569-73-3

[ 1417569-73-3 ]

2-(4-Amino-1H-pyrazol-1-yl)acetic acid hydrochloride

Similarity: 0.80

Chemical Structure| 5334-40-7

[ 5334-40-7 ]

4-Nitro-1H-pyrazole-3-carboxylic acid

Similarity: 0.77

Chemical Structure| 16034-48-3

[ 16034-48-3 ]

1-Pyrazoleacetic Acid

Similarity: 0.72

Chemical Structure| 701917-03-5

[ 701917-03-5 ]

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

Similarity: 0.70

Nitroes

Chemical Structure| 42027-81-6

[ 42027-81-6 ]

2-(4-Nitro-1H-pyrazol-1-yl)ethanol

Similarity: 0.91

Chemical Structure| 948570-75-0

[ 948570-75-0 ]

1-(2-Methoxyethyl)-4-nitro-1H-pyrazole

Similarity: 0.87

Chemical Structure| 92534-69-5

[ 92534-69-5 ]

1-Methyl-4-nitro-1H-pyrazole-5-carboxylic acid

Similarity: 0.85

Chemical Structure| 309740-49-6

[ 309740-49-6 ]

Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate

Similarity: 0.80

Chemical Structure| 3994-50-1

[ 3994-50-1 ]

1-Methyl-4-nitro-1H-pyrazole

Similarity: 0.78

Related Parent Nucleus of
[ 6645-69-8 ]

Pyrazoles

Chemical Structure| 42027-81-6

[ 42027-81-6 ]

2-(4-Nitro-1H-pyrazol-1-yl)ethanol

Similarity: 0.91

Chemical Structure| 948570-75-0

[ 948570-75-0 ]

1-(2-Methoxyethyl)-4-nitro-1H-pyrazole

Similarity: 0.87

Chemical Structure| 92534-69-5

[ 92534-69-5 ]

1-Methyl-4-nitro-1H-pyrazole-5-carboxylic acid

Similarity: 0.85

Chemical Structure| 309740-49-6

[ 309740-49-6 ]

Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate

Similarity: 0.80

Chemical Structure| 1417569-73-3

[ 1417569-73-3 ]

2-(4-Amino-1H-pyrazol-1-yl)acetic acid hydrochloride

Similarity: 0.80