Home Cart 0 Sign in  

[ CAS No. 40106-98-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 40106-98-7
Chemical Structure| 40106-98-7
Structure of 40106-98-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 40106-98-7 ]

Related Doc. of [ 40106-98-7 ]

Alternatived Products of [ 40106-98-7 ]

Product Details of [ 40106-98-7 ]

CAS No. :40106-98-7 MDL No. :MFCD09261099
Formula : C9H5ClN2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :DWKLLQSQXXCSEW-UHFFFAOYSA-N
M.W : 208.60 Pubchem ID :12582845
Synonyms :

Calculated chemistry of [ 40106-98-7 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 55.58
TPSA : 58.71 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) : -5.69 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.61
Log Po/w (XLOGP3) : 2.65
Log Po/w (WLOGP) : 2.8
Log Po/w (MLOGP) : 2.04
Log Po/w (SILICOS-IT) : 0.86
Consensus Log Po/w : 1.99

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.27
Solubility : 0.113 mg/ml ; 0.000543 mol/l
Class : Soluble
Log S (Ali) : -3.53
Solubility : 0.061 mg/ml ; 0.000292 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.7
Solubility : 0.0412 mg/ml ; 0.000198 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.95

Safety of [ 40106-98-7 ]

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 [ 40106-98-7 ]

* 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 [ 40106-98-7 ]
  • Downstream synthetic route of [ 40106-98-7 ]

[ 40106-98-7 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 611-35-8 ]
  • [ 40106-98-7 ]
  • [ 23833-99-0 ]
YieldReaction ConditionsOperation in experiment
59% at -15 - 20℃; for 3 h; a. 4-Chloro-8-nitroquinoline (6a) and 4-chloro-5-nitroquinoline (6d). 4-Chloroquinoline (10.0 g, 61.3 mmol) was added in small portions to sulfuric acid (45 mL) taking care to maintain the temperature at or below [15 °C.] Then the solution was cooled and maintained at-5 °C during the addition of fuming nitric acid (9 mL). The mixture was allowed to warm to room temperature and stirred for an additional 3 h. The reaction mix was poured on ice and basified (pH 9) with NH40H. The resulting precipitate was filtered, washed well with water, dried, and recrystallized from methanol to provide 7.5 g (59percent) [OF 6A] as golden-brown needles; mp [128-129 °C] (lit. 32 mp [129-130 °C) ; IH NMR (CDC13)] [6] 7.67 (d, 1H, [J=4.] 5), 7.75 (dd, 1H, [J=8.] 6,. [J=7.] 6), 8.10 (dd, 1H, [J=7.] 6, [J=1.] 3), 8. 48 (dd, 1H, [J=8.] 6, J=1. 3), 8.94 (d, 1H, J=4. 5); [13C] NMR (CDC13) [6] 123.0, 124.4, 126.5, 127.5, 128.3, 140.6, 143.2, 148.7, 152.1. The mother liquor was evaporated and chromatographed in 19: 1 hexanes-ethyl acetate, to provide 2.05 g (16percent) of the 5-nitro isomer 6d as a very light yellow solid; mp [144-146 °C] (lit. 31 mp [150 °C) ; IH] NMR (CDCl3) [6] 7.65 (d, 1H, J=4. 7), 7. 82 [(M,] 2H), 8.35 (dd, [1H,] [J=2.] 5, J=7. 3), 8.90 (d, 1H, J=4. 7); [13C] NMR [(CDC13)] 8 118.2, 123.4, 125.1, 128.8, 134.2, 135.6, 139.1, 149.7, 151.2.
Reference: [1] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 13, p. 3731 - 3742
[2] Patent: WO2004/14906, 2004, A2, . Location in patent: Page 31
[3] Journal of the American Chemical Society, 1946, vol. 68, p. 1532,1534
[4] Journal of the Chemical Society, 1948, p. 1707
[5] Journal of the American Chemical Society, 1947, vol. 69, p. 303,306
  • 2
  • [ 7613-19-6 ]
  • [ 40106-98-7 ]
Reference: [1] Journal of the American Pharmaceutical Association (1912-1977), 1946, vol. 35, p. 331,332
[2] Journal of the American Chemical Society, 1947, vol. 69, p. 303,306
  • 3
  • [ 607-34-1 ]
  • [ 40106-98-7 ]
Reference: [1] Journal of the American Pharmaceutical Association (1912-1977), 1946, vol. 35, p. 331,332
[2] Journal of the American Chemical Society, 1947, vol. 69, p. 303,306
  • 4
  • [ 529-37-3 ]
  • [ 40106-98-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 13, p. 3731 - 3742
  • 5
  • [ 40107-10-6 ]
  • [ 18436-76-5 ]
  • [ 40106-98-7 ]
Reference: [1] Gazzetta Chimica Italiana, 1980, vol. 110, # 2/3, p. 155 - 162
  • 6
  • [ 611-35-8 ]
  • [ 7664-93-9 ]
  • [ 7697-37-2 ]
  • [ 40106-98-7 ]
  • [ 23833-99-0 ]
Reference: [1] Journal of the American Chemical Society, 1947, vol. 69, p. 303,306
  • 7
  • [ 611-35-8 ]
  • [ 40106-98-7 ]
  • [ 23833-99-0 ]
YieldReaction ConditionsOperation in experiment
59% at -15 - 20℃; for 3 h; a. 4-Chloro-8-nitroquinoline (6a) and 4-chloro-5-nitroquinoline (6d). 4-Chloroquinoline (10.0 g, 61.3 mmol) was added in small portions to sulfuric acid (45 mL) taking care to maintain the temperature at or below [15 °C.] Then the solution was cooled and maintained at-5 °C during the addition of fuming nitric acid (9 mL). The mixture was allowed to warm to room temperature and stirred for an additional 3 h. The reaction mix was poured on ice and basified (pH 9) with NH40H. The resulting precipitate was filtered, washed well with water, dried, and recrystallized from methanol to provide 7.5 g (59percent) [OF 6A] as golden-brown needles; mp [128-129 °C] (lit. 32 mp [129-130 °C) ; IH NMR (CDC13)] [6] 7.67 (d, 1H, [J=4.] 5), 7.75 (dd, 1H, [J=8.] 6,. [J=7.] 6), 8.10 (dd, 1H, [J=7.] 6, [J=1.] 3), 8. 48 (dd, 1H, [J=8.] 6, J=1. 3), 8.94 (d, 1H, J=4. 5); [13C] NMR (CDC13) [6] 123.0, 124.4, 126.5, 127.5, 128.3, 140.6, 143.2, 148.7, 152.1. The mother liquor was evaporated and chromatographed in 19: 1 hexanes-ethyl acetate, to provide 2.05 g (16percent) of the 5-nitro isomer 6d as a very light yellow solid; mp [144-146 °C] (lit. 31 mp [150 °C) ; IH] NMR (CDCl3) [6] 7.65 (d, 1H, J=4. 7), 7. 82 [(M,] 2H), 8.35 (dd, [1H,] [J=2.] 5, J=7. 3), 8.90 (d, 1H, J=4. 7); [13C] NMR [(CDC13)] 8 118.2, 123.4, 125.1, 128.8, 134.2, 135.6, 139.1, 149.7, 151.2.
Reference: [1] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 13, p. 3731 - 3742
[2] Patent: WO2004/14906, 2004, A2, . Location in patent: Page 31
[3] Journal of the American Chemical Society, 1946, vol. 68, p. 1532,1534
[4] Journal of the Chemical Society, 1948, p. 1707
[5] Journal of the American Chemical Society, 1947, vol. 69, p. 303,306
  • 8
  • [ 611-35-8 ]
  • [ 7664-93-9 ]
  • [ 7697-37-2 ]
  • [ 40106-98-7 ]
  • [ 23833-99-0 ]
Reference: [1] Journal of the American Chemical Society, 1947, vol. 69, p. 303,306
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 40106-98-7 ]

Chlorides

Chemical Structure| 23833-99-0

[ 23833-99-0 ]

4-Chloro-8-nitroquinoline

Similarity: 0.90

Chemical Structure| 408523-59-1

[ 408523-59-1 ]

2,4-Dichloro-6-nitroquinoline

Similarity: 0.88

Chemical Structure| 86984-32-9

[ 86984-32-9 ]

6-Chloro-5-nitroquinoline

Similarity: 0.86

Chemical Structure| 39061-97-7

[ 39061-97-7 ]

4-Chloro-3-nitroquinoline

Similarity: 0.83

Chemical Structure| 1209246-34-3

[ 1209246-34-3 ]

2,6-Dichloro-5-nitroquinoline

Similarity: 0.80

Nitroes

Chemical Structure| 23833-99-0

[ 23833-99-0 ]

4-Chloro-8-nitroquinoline

Similarity: 0.90

Chemical Structure| 408523-59-1

[ 408523-59-1 ]

2,4-Dichloro-6-nitroquinoline

Similarity: 0.88

Chemical Structure| 86984-32-9

[ 86984-32-9 ]

6-Chloro-5-nitroquinoline

Similarity: 0.86

Chemical Structure| 39061-97-7

[ 39061-97-7 ]

4-Chloro-3-nitroquinoline

Similarity: 0.83

Chemical Structure| 1209246-34-3

[ 1209246-34-3 ]

2,6-Dichloro-5-nitroquinoline

Similarity: 0.80

Related Parent Nucleus of
[ 40106-98-7 ]

Quinolines

Chemical Structure| 23833-99-0

[ 23833-99-0 ]

4-Chloro-8-nitroquinoline

Similarity: 0.90

Chemical Structure| 408523-59-1

[ 408523-59-1 ]

2,4-Dichloro-6-nitroquinoline

Similarity: 0.88

Chemical Structure| 86984-32-9

[ 86984-32-9 ]

6-Chloro-5-nitroquinoline

Similarity: 0.86

Chemical Structure| 39061-97-7

[ 39061-97-7 ]

4-Chloro-3-nitroquinoline

Similarity: 0.83

Chemical Structure| 1209246-34-3

[ 1209246-34-3 ]

2,6-Dichloro-5-nitroquinoline

Similarity: 0.80