Home Cart 0 Sign in  

[ CAS No. 1552-17-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1552-17-6
Chemical Structure| 1552-17-6
Structure of 1552-17-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1552-17-6 ]

Related Doc. of [ 1552-17-6 ]

Alternatived Products of [ 1552-17-6 ]

Product Details of [ 1552-17-6 ]

CAS No. :1552-17-6 MDL No. :MFCD03788969
Formula : C12H10N2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :DYTVCSKPYOHQAE-UHFFFAOYSA-N
M.W : 230.22 Pubchem ID :2760187
Synonyms :

Calculated chemistry of [ 1552-17-6 ]

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 66.18
TPSA : 81.07 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.76 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.01
Log Po/w (XLOGP3) : 2.74
Log Po/w (WLOGP) : 2.98
Log Po/w (MLOGP) : 1.6
Log Po/w (SILICOS-IT) : 0.1
Consensus Log Po/w : 1.88

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.32
Solubility : 0.111 mg/ml ; 0.000481 mol/l
Class : Soluble
Log S (Ali) : -4.1
Solubility : 0.0184 mg/ml ; 0.00008 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.68
Solubility : 0.0477 mg/ml ; 0.000207 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 3.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.37

Safety of [ 1552-17-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P305+P351+P338 UN#:N/A
Hazard Statements:H302+H312+H332-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1552-17-6 ]

* 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 [ 1552-17-6 ]
  • Downstream synthetic route of [ 1552-17-6 ]

[ 1552-17-6 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 1635-61-6 ]
  • [ 108-95-2 ]
  • [ 1552-17-6 ]
YieldReaction ConditionsOperation in experiment
96% With potassium carbonate In dimethyl sulfoxide at 80℃; for 2 h; Sonication General procedure: i. A mixture of compound 2a,b (6 mmol), 4a-d (6 mmol), and K2CO3 (9 mmol or 18 mmol for 5c) in DMSO (25 mL) was stirred for 5 h (for 5a), 4 h (for 5b and 5d), 4.35 h (for 5c), and 8 h (for 5f) at 80 °C. After cooling, the mixture was poured into water, filtered, dried, and recrystallized from alcohol. ii. A mixture of compound 2a-c (6 mmol), 4a-e (6 mmol), or 1 (3 mmol) and K2CO3 (9 mmol or 18 mmol for 5c) in DMSO (25 mL) was subjected to ultrasound irradiation at 80 °C for 1 h (for 3a,b, 5a-d), 6 h (for 5e), and 2 h (for 3c, 5f). After cooling, the mixture was poured into water, filtered, dried, and recrystallized from alcohol.
Reference: [1] Russian Chemical Bulletin, 2015, vol. 64, # 8, p. 1971 - 1974[2] Izv. Akad. Nauk, Ser. Khim., 2015, # 8, p. 1971 - 1974,4
[3] Journal of Heterocyclic Chemistry, 1997, vol. 34, # 3, p. 745 - 748
[4] Patent: US5162318, 1992, A,
[5] Patent: US4034107, 1977, A,
[6] Patent: WO2004/18419, 2004, A2, . Location in patent: Page 264
[7] Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 4, p. 345 - 348
  • 2
  • [ 2369-11-1 ]
  • [ 108-95-2 ]
  • [ 1552-17-6 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 17, p. 4250 - 4253
[2] Patent: CN104876878, 2018, B, . Location in patent: Paragraph 0073-0075
  • 3
  • [ 620-88-2 ]
  • [ 1552-17-6 ]
Reference: [1] Journal of Organic Chemistry, 1996, vol. 61, # 2, p. 442 - 443
[2] Journal of the Chemical Society - Perkin Transactions 1, 1999, # 11, p. 1437 - 1444
  • 4
  • [ 5228-61-5 ]
  • [ 100-67-4 ]
  • [ 1552-17-6 ]
Reference: [1] Journal of Organic Chemistry, 1982, vol. 47, # 24, p. 4817 - 4818
  • 5
  • [ 1635-61-6 ]
  • [ 13940-96-0 ]
  • [ 108-95-2 ]
  • [ 1552-17-6 ]
Reference: [1] Patent: US3954791, 1976, A,
  • 6
  • [ 108-95-2 ]
  • [ 1552-17-6 ]
Reference: [1] Patent: US5972968, 1999, A,
  • 7
  • [ 5443-33-4 ]
  • [ 100-67-4 ]
  • [ 1552-17-6 ]
Reference: [1] Gazzetta Chimica Italiana, 1964, vol. 94, p. 1137 - 1182
  • 8
  • [ 1552-17-6 ]
  • [ 13940-96-0 ]
YieldReaction ConditionsOperation in experiment
0.74 g With palladium on activated charcoal; hydrogen In ethanol at 20℃; for 0.3 h; 1.1 g (4.9 mmol) of 2-nitro-5-phenoxyaniline synthesized in the previous step was dissolved in 10 mL of ethanol.0.03g (0.24 mmol) palladium on carbon is added,Argon replacement 3 times,Hydrogen replacement 3 times,Room temperature reaction is about 3h,Spin down ethanol and add 20 mL of water.After multiple extractions with ethyl acetate, the organic phases were combined, dried, and the solvent was derotated. Column chromatography afforded 0.74 g of the product 4-phenoxy-1,2-dichlorobenzene.Phenylenediamine, yield 75.4percent.
Reference: [1] Journal of Heterocyclic Chemistry, 1997, vol. 34, # 3, p. 745 - 748
[2] Patent: US5972968, 1999, A,
[3] Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 4, p. 345 - 348
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 17, p. 4250 - 4253
[5] Patent: CN104876878, 2018, B, . Location in patent: Paragraph 0076-0078
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 1552-17-6 ]

Aryls

Chemical Structure| 22483-40-5

[ 22483-40-5 ]

1-(2-Methoxyethoxy)-4-nitrobenzene

Similarity: 0.91

Chemical Structure| 16554-45-3

[ 16554-45-3 ]

2-Methoxy-6-nitrophenylamine

Similarity: 0.88

Chemical Structure| 55730-09-1

[ 55730-09-1 ]

4-Methoxy-5-methyl-2-nitroaniline

Similarity: 0.85

Chemical Structure| 86771-76-8

[ 86771-76-8 ]

5-Methoxy-4-methyl-2-nitroaniline

Similarity: 0.85

Chemical Structure| 16554-47-5

[ 16554-47-5 ]

3-Methoxy-2-nitroaniline

Similarity: 0.85

Ethers

Chemical Structure| 22483-40-5

[ 22483-40-5 ]

1-(2-Methoxyethoxy)-4-nitrobenzene

Similarity: 0.91

Chemical Structure| 16554-45-3

[ 16554-45-3 ]

2-Methoxy-6-nitrophenylamine

Similarity: 0.88

Chemical Structure| 55730-09-1

[ 55730-09-1 ]

4-Methoxy-5-methyl-2-nitroaniline

Similarity: 0.85

Chemical Structure| 86771-76-8

[ 86771-76-8 ]

5-Methoxy-4-methyl-2-nitroaniline

Similarity: 0.85

Chemical Structure| 16554-47-5

[ 16554-47-5 ]

3-Methoxy-2-nitroaniline

Similarity: 0.85

Amines

Chemical Structure| 16554-45-3

[ 16554-45-3 ]

2-Methoxy-6-nitrophenylamine

Similarity: 0.88

Chemical Structure| 55730-09-1

[ 55730-09-1 ]

4-Methoxy-5-methyl-2-nitroaniline

Similarity: 0.85

Chemical Structure| 86771-76-8

[ 86771-76-8 ]

5-Methoxy-4-methyl-2-nitroaniline

Similarity: 0.85

Chemical Structure| 16554-47-5

[ 16554-47-5 ]

3-Methoxy-2-nitroaniline

Similarity: 0.85

Chemical Structure| 16133-49-6

[ 16133-49-6 ]

5-Methoxy-2-nitrophenylamine

Similarity: 0.82

Nitroes

Chemical Structure| 22483-40-5

[ 22483-40-5 ]

1-(2-Methoxyethoxy)-4-nitrobenzene

Similarity: 0.91

Chemical Structure| 16554-45-3

[ 16554-45-3 ]

2-Methoxy-6-nitrophenylamine

Similarity: 0.88

Chemical Structure| 55730-09-1

[ 55730-09-1 ]

4-Methoxy-5-methyl-2-nitroaniline

Similarity: 0.85

Chemical Structure| 86771-76-8

[ 86771-76-8 ]

5-Methoxy-4-methyl-2-nitroaniline

Similarity: 0.85

Chemical Structure| 16554-47-5

[ 16554-47-5 ]

3-Methoxy-2-nitroaniline

Similarity: 0.85