Home Cart 0 Sign in  

[ CAS No. 4812-45-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 4812-45-7
Chemical Structure| 4812-45-7
Structure of 4812-45-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 4812-45-7 ]

Related Doc. of [ 4812-45-7 ]

Alternatived Products of [ 4812-45-7 ]

Product Details of [ 4812-45-7 ]

CAS No. :4812-45-7 MDL No. :MFCD00005692
Formula : C7H4ClN3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :UOWPRWCAMGTPHI-UHFFFAOYSA-N
M.W : 197.58 Pubchem ID :78534
Synonyms :

Calculated chemistry of [ 4812-45-7 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 49.93
TPSA : 74.5 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) : -5.84 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.93
Log Po/w (XLOGP3) : 2.34
Log Po/w (WLOGP) : 2.12
Log Po/w (MLOGP) : 1.71
Log Po/w (SILICOS-IT) : 0.48
Consensus Log Po/w : 1.52

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.99
Solubility : 0.204 mg/ml ; 0.00103 mol/l
Class : Soluble
Log S (Ali) : -3.54
Solubility : 0.0565 mg/ml ; 0.000286 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.91
Solubility : 0.242 mg/ml ; 0.00122 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.9

Safety of [ 4812-45-7 ]

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 [ 4812-45-7 ]

* 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 [ 4812-45-7 ]
  • Downstream synthetic route of [ 4812-45-7 ]

[ 4812-45-7 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 5401-94-5 ]
  • [ 4812-45-7 ]
YieldReaction ConditionsOperation in experiment
92%
Stage #1: With sodium hydroxide In water
Stage #2: With sodium hypochlorite In water at 0℃; for 5.25 h;
Stage #3: With hydrogenchloride In water
EXAMPLE 112A
3-chloro-5-nitro-1H-indazole
A mixture of NaOH (5.00 g, 125 mmol) in H2O (150 mL) was added 5-nitroindazole (5.00 g, 30.7 mmol), and the mixture was heated until a red solution formed.
The mixture was cooled in an ice-water bath for 15 minutes, NaClO (60.0 mL, 5.25percent, 45.0 mmol) was added and the mixture stirred at 0° C. for 5 hour after which the pH was adjusted to 7 with diluted HCl.
The mixture was extracted with ethyl acetate, and the combined organic layer washed with H2O and concentrated under reduced pressure.
The residue was purified by flash chromatography to provide the title compound (5.5 g, 92percent).
1H NMR (300 MHz, DMSO-d6) ppm 7.78 (m, 1H), 8.28 (m, 1H), 8.61 (m, 1H), MS (DCI/NH3) m/z 197[M+H]+.
92%
Stage #1: With sodium hydroxide In water at 0℃; for 0.25 h; Heating
Stage #2: With sodium hypochlorite In water at 0℃; for 5 h;
Stage #3: With hydrogenchloride In water
Example 112; 1-[3-chloro-1-(2-pyrrolidin-1-yl-ethyl)-1H-indazol-5-yl]-3-(4-phenoxy-phenyl)-urea; Example 112A; 3-chloro-5-nitro-1H-indazole; A mixture of NaOH (5.00 g, 125 mmol) in H2O (150 mL) was added 5-nitroindazole (5.00 g, 30.7 mmol), and the mixture was heated until a red solution formed. The mixture was cooled in an ice-water bath for 15 minutes, NaClO (60.0 mL, 5.25percent, 45.0 mmol) was added and the mixture stirred at 0° C. for 5 hour after which the pH was adjusted to 7 with diluted HCl. The mixture was extracted with ethyl acetate, and the combined organic layer washed with H2O and concentrated under reduced pressure. The residue was purified by flash chromatography to provide the title compound (5.5 g, 92percent). 1H NMR (300 MHz, DMSO-d6) ppm 7.78 (m, 1H), 8.28 (m, 1H), 8.61 (m, 1H), MS (DCI/NH3) m/Z 197[M+H]+.
Reference: [1] Patent: US2005/137243, 2005, A1, . Location in patent: Page/Page column 47
[2] Patent: US2005/277638, 2005, A1, . Location in patent: Page/Page column 48
[3] European Journal of Medicinal Chemistry, 1983, vol. 18, # 5, p. 469 - 470
[4] Journal of Chemical Research, Miniprint, 1990, # 11, p. 2601 - 2615
[5] European Journal of Medicinal Chemistry, 1986, vol. 21, # 4, p. 359 - 362
[6] Justus Liebigs Annalen der Chemie, 1927, vol. 451, p. 285,302
[7] Journal of Medicinal Chemistry, 2003, vol. 46, # 26, p. 5663 - 5673
  • 2
  • [ 128-09-6 ]
  • [ 5401-94-5 ]
  • [ 4812-45-7 ]
Reference: [1] Patent: US2004/9968, 2004, A1,
  • 3
  • [ 61346-19-8 ]
  • [ 7719-12-2 ]
  • [ 4812-45-7 ]
Reference: [1] Journal of the Chemical Society, 1921, vol. 119, p. 1057
  • 4
  • [ 4812-45-7 ]
  • [ 41330-49-8 ]
YieldReaction ConditionsOperation in experiment
544 mg With tin(II) chloride dihdyrate In ethanolReflux 1.00 g (5.06 mmol) of 3-chloro-5-nitro-1H-indazole wassuspended in 50 ml of ethanol, and 5.71 g (25.3 mmol) of tin(II) chloridedihydrate were added. The mixture was left to stir at reflux overnight,saturated aqueous sodium bicarbonate solution was then added and the mixturewas extracted three times with ethyl acetate. The combined organic phases weredried over magnesium sulphate and the solvent was removed under reducedpressure. The mixture was triturated with ten'-butyl methyl ether and the solidwas filtered off with suction. Yield: 544 mg (purity 90percent, 58percent of theory)
Reference: [1] Journal of Chemical Research, Miniprint, 1990, # 11, p. 2601 - 2615
[2] Journal of Medicinal Chemistry, 2003, vol. 46, # 26, p. 5663 - 5673
[3] Patent: US2016/52884, 2016, A1, . Location in patent: Paragraph 0649-0652
[4] Patent: KR2015/137095, 2015, A, . Location in patent: Paragraph 0867-0870
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 4812-45-7 ]

Chlorides

Chemical Structure| 50593-68-5

[ 50593-68-5 ]

3-Chloro-6-nitro-1H-indazole

Similarity: 0.99

Chemical Structure| 885519-50-6

[ 885519-50-6 ]

6-Chloro-4-nitro-1H-indazole

Similarity: 0.76

Chemical Structure| 885271-78-3

[ 885271-78-3 ]

6-Bromo-3-chloro-1H-indazole

Similarity: 0.74

Chemical Structure| 1207175-10-7

[ 1207175-10-7 ]

3,5-Dichloro-6-methyl-1H-indazole

Similarity: 0.65

Chemical Structure| 945265-09-8

[ 945265-09-8 ]

5-Chloro-3-methyl-1H-indazole

Similarity: 0.64

Nitroes

Chemical Structure| 50593-68-5

[ 50593-68-5 ]

3-Chloro-6-nitro-1H-indazole

Similarity: 0.99

Chemical Structure| 885519-50-6

[ 885519-50-6 ]

6-Chloro-4-nitro-1H-indazole

Similarity: 0.76

Chemical Structure| 6494-19-5

[ 6494-19-5 ]

3-Methyl-6-nitro-1H-indazole

Similarity: 0.76

Chemical Structure| 208457-81-2

[ 208457-81-2 ]

7-Methyl-6-nitro-1H-indazole

Similarity: 0.74

Chemical Structure| 1027259-01-3

[ 1027259-01-3 ]

6-Nitro-1H-indazol-3-amine

Similarity: 0.74

Related Parent Nucleus of
[ 4812-45-7 ]

Indazoles

Chemical Structure| 50593-68-5

[ 50593-68-5 ]

3-Chloro-6-nitro-1H-indazole

Similarity: 0.99

Chemical Structure| 885519-50-6

[ 885519-50-6 ]

6-Chloro-4-nitro-1H-indazole

Similarity: 0.76

Chemical Structure| 6494-19-5

[ 6494-19-5 ]

3-Methyl-6-nitro-1H-indazole

Similarity: 0.76

Chemical Structure| 208457-81-2

[ 208457-81-2 ]

7-Methyl-6-nitro-1H-indazole

Similarity: 0.74

Chemical Structure| 885271-78-3

[ 885271-78-3 ]

6-Bromo-3-chloro-1H-indazole

Similarity: 0.74