Home Cart 0 Sign in  

[ CAS No. 740081-22-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 740081-22-5
Chemical Structure| 740081-22-5
Structure of 740081-22-5 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 740081-22-5 ]

Related Doc. of [ 740081-22-5 ]

Alternatived Products of [ 740081-22-5 ]
Product Citations

Product Details of [ 740081-22-5 ]

CAS No. :740081-22-5 MDL No. :MFCD26395271
Formula : C17H13ClFN3O3 Boiling Point : -
Linear Structure Formula :- InChI Key :YJNQYSVKLRFVQN-UHFFFAOYSA-N
M.W : 361.75 Pubchem ID :57476867
Synonyms :

Calculated chemistry of [ 740081-22-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 25
Num. arom. heavy atoms : 16
Fraction Csp3 : 0.12
Num. rotatable bonds : 5
Num. H-bond acceptors : 6.0
Num. H-bond donors : 1.0
Molar Refractivity : 92.04
TPSA : 73.34 Ų

Pharmacokinetics

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

Lipophilicity

Log Po/w (iLOGP) : 3.33
Log Po/w (XLOGP3) : 3.87
Log Po/w (WLOGP) : 4.52
Log Po/w (MLOGP) : 3.25
Log Po/w (SILICOS-IT) : 3.67
Consensus Log Po/w : 3.73

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.66
Solubility : 0.00783 mg/ml ; 0.0000216 mol/l
Class : Moderately soluble
Log S (Ali) : -5.11
Solubility : 0.00283 mg/ml ; 0.00000781 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -6.95
Solubility : 0.0000407 mg/ml ; 0.000000112 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.77

Safety of [ 740081-22-5 ]

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 [ 740081-22-5 ]

* 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.

  • Downstream synthetic route of [ 740081-22-5 ]

[ 740081-22-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 740081-22-5 ]
  • [ 612501-52-7 ]
YieldReaction ConditionsOperation in experiment
100% With ammonia methyl alcohol; In methanol; at 20℃; for 2h; Taking compound 3 (200 mg) dissolved in methanol (2 ml) in, adding methanol and ammonia solution (7 N, 1 ml), then stirred at room temperature 2 hours; the reaction the fluid turns on lathe job to the compound 1 (white powder, 176 mg, quant.).
83% With ammonia; N,N-diethylaniline; In methanol; at 20℃; for 18h; To a stirred solution of compound 6 (2.30 g, 5.79 mmol) in MeOH (50 mL) was added concentrated ammonia (4.0 mL). The reaction mixture was stirred at rt for 18 h. The resultant precipitate was filtered, and washed with MeOH to afford 7 (1.54 g, 83%) as a pale yellow solid, mp 280-282 C. 1H NMR (DMSO-d6): d 9.75 (s, 1H), 9.48 (s, 1H), 8.35 (s, 1H), 7.66 (s, 1H), 7.52 (t, J = 6.5 Hz, 1H), 7.45 (t,J = 7.0 Hz, 1H), 7.26 (t, J = 8.0 Hz, 1H), 7.21 (s, 1H), 3.98 (s, 3H).
81% With ammonia; In methanol; for 2h;Sealed tube; Inert atmosphere; Heating; To JGK018 (550 mg, 1.520 mmol) was dropwise added ammonia solution (8.0 mL, 7 N in methanol). After being heated at 50 C (bath temperature) in sealed tube with stirring for 2 h, the reaction mixture was cooled to room temperature and concentrated in vacuo. The resulting white solid were washed successively with Et20 (2 x 50 mL) and collected to give 13 (394 mg, 81%); The resulting spectroscopic data was matched with that of Zhang, X. et al. Med. Chem. 2015, 58, 8200-8215.
77% With ammonia; In methanol; water; at 50℃; for 2h; 6-ACETOXY-4- (3-CHLORO-2-FLUOROANILINO)-7-METHOXYQUINAZOLINE HYDROCHLORIDE FROM step 1 (8.72 g, 21.9 mmol) was dissolved in methanol (200 ml). Concentrated aqueous ammonia (15 ml) was added, and the solution heated to 50C with stirring for 2 hours, causing precipitation of a cream coloured solid. The solid was collected by filtration, washed with diethyl ether (3x 200 ml), and dried in vacuo at 60C over diphosphorous pentoxide, giving the product as an off white solid (5.40 g, 77%); H NMR : 3.95 (s, 3H), 7.19 (s, 1H), 7.23 (dd, 1H), 7.42 (dd, 1H), 7.50 (dd, 1H), 7.64 (s, 1H), 8.32 (s, 1H), 9.43 (s, 1H), 9.67 (br. s, 1H) ; Mass Spectrum: 320.4, 322.4.
77% With ammonia; In water; at 50℃; for 2h; 6-ACETOXY-4- (3-CHLORO-2-FLUOROANILINO)-7-METHOXYQUINAZOLINE hydrochloride from step 1 (8.72 g, 21.9 mmol) was dissolved in methanol (200 ml). Concentrated aqueous ammonia (15 ml) was added, and the solution heated to 50C with stirring for 2 hours, causing precipitation of a cream coloured solid. The solid was collected by filtration, washed with diethyl ether (3x 200 ml), and dried in vacuo at 60C over diphosphorous pentoxide, giving the product as an off white solid (5.40 g, 77%). 1H NMR : 3.95 (s, 3H), 7.19 (s, 1H), 7.23 (dd, 1H), 7.42 (dd, 1H), 7.50 (dd, 1H), 7.64 (s, 1H), 8.32 (s, 1H), 9.43 (s, 1H), 9.67 (br. s, 1H); Mass Spectrum : 320.4, 322.4.
With methanol; potassium carbonate; at 20℃; Intermediate 74-[(3-Chloro- -fluorophenyl)aminol-7-methoxyquinazolin-6-olTo a solution of Intermediate 6 (181 g, 0.396 mol) in MeOH (2 L) was added potassium carbonate (138 g, 1 mol) and the reaction mixture was stirred at RT overnight. The reaction mixture was filtered and the solid washed with MeOH. The filtrate was concentrated in vacuo to afford Intermediate 7 (280 g, 60% purity, contained potassium carbonate). 1H NMR (DMSO-d6400MHz): delta 8.01 (s, 1H), 7.61-7.58 (m, 1H), 7.27-7.24 (m, 1H), 7.17-7.13 (m, 1H), 6.95 (s, 1H), 6.83 (s, 1H), 3.79 (s, 3H).
With potassium carbonate; In methanol; at 20℃; To a solution of Intermediate 6 (181 g, 0.396 mol) in MeOH (2 L) was added potassium carbonate (138 g, 1 mol) and the reaction mixture was stirred at RT overnight. The reaction mixture was filtered and the solid washed with MeOH. The filtrate was concentrated in vacuo to afford Intermediate 7 (280 g, 60% purity, contained potassium carbonate). 1H NMR (DMSO-d6 400 MHz): delta 8.01 (s, 1H), 7.61-7.58 (m, 1H), 7.27-7.24 (m, 1H), 7.17-7.13 (m, 1H), 6.95 (s, 1H), 6.83 (s, 1H), 3.79 (s, 3H).
30 g With methanol; ammonium hydroxide; at 20 - 30℃; for 6h; 35g of compound 4,100g ammonia water,70g of methanol was added to the reaction flask,At a reaction temperature of 20-30 C,Stir for 6h,After TLC detection reaction is complete, suction filtration, and then dried at 40 ~ 50 C, to obtain 30g of compound 5;

Recommend Products
Same Skeleton Products

Technical Information

Historical Records

Similar Product of
[ 740081-22-5 ]

Chemical Structure| 612501-80-1

A914838[ 612501-80-1 ]

4-((3-Chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate hydrochloride

Reason: Free-salt

Related Functional Groups of
[ 740081-22-5 ]

Fluorinated Building Blocks

Chemical Structure| 612501-52-7

[ 612501-52-7 ]

4-((3-Chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

Similarity: 0.92

Chemical Structure| 912556-91-3

[ 912556-91-3 ]

N-(3-Chloro-4-fluorophenyl)-6-(3-chloropropoxy)-7-methoxyquinazolin-4-amine

Similarity: 0.86

Chemical Structure| 179552-75-1

[ 179552-75-1 ]

N4-(3-Chloro-4-fluorophenyl)-7-methoxyquinazoline-4,6-diamine

Similarity: 0.81

Chemical Structure| 314771-76-1

[ 314771-76-1 ]

(S)-N4-(3-Chloro-4-fluorophenyl)-7-((tetrahydrofuran-3-yl)oxy)quinazoline-4,6-diamine

Similarity: 0.79

Chemical Structure| 231278-84-5

[ 231278-84-5 ]

5-(4-((3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl)furan-2-carbaldehyde

Similarity: 0.79

Aryls

Chemical Structure| 612501-52-7

[ 612501-52-7 ]

4-((3-Chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

Similarity: 0.92

Chemical Structure| 912556-91-3

[ 912556-91-3 ]

N-(3-Chloro-4-fluorophenyl)-6-(3-chloropropoxy)-7-methoxyquinazolin-4-amine

Similarity: 0.86

Chemical Structure| 179552-75-1

[ 179552-75-1 ]

N4-(3-Chloro-4-fluorophenyl)-7-methoxyquinazoline-4,6-diamine

Similarity: 0.81

Chemical Structure| 314771-76-1

[ 314771-76-1 ]

(S)-N4-(3-Chloro-4-fluorophenyl)-7-((tetrahydrofuran-3-yl)oxy)quinazoline-4,6-diamine

Similarity: 0.79

Chemical Structure| 170449-18-0

[ 170449-18-0 ]

N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine hydrochloride

Similarity: 0.79

Chlorides

Chemical Structure| 612501-52-7

[ 612501-52-7 ]

4-((3-Chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

Similarity: 0.92

Chemical Structure| 912556-91-3

[ 912556-91-3 ]

N-(3-Chloro-4-fluorophenyl)-6-(3-chloropropoxy)-7-methoxyquinazolin-4-amine

Similarity: 0.86

Chemical Structure| 179552-75-1

[ 179552-75-1 ]

N4-(3-Chloro-4-fluorophenyl)-7-methoxyquinazoline-4,6-diamine

Similarity: 0.81

Chemical Structure| 314771-76-1

[ 314771-76-1 ]

(S)-N4-(3-Chloro-4-fluorophenyl)-7-((tetrahydrofuran-3-yl)oxy)quinazoline-4,6-diamine

Similarity: 0.79

Chemical Structure| 170449-18-0

[ 170449-18-0 ]

N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine hydrochloride

Similarity: 0.79

Ethers

Chemical Structure| 612501-52-7

[ 612501-52-7 ]

4-((3-Chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

Similarity: 0.92

Chemical Structure| 912556-91-3

[ 912556-91-3 ]

N-(3-Chloro-4-fluorophenyl)-6-(3-chloropropoxy)-7-methoxyquinazolin-4-amine

Similarity: 0.86

Chemical Structure| 179552-75-1

[ 179552-75-1 ]

N4-(3-Chloro-4-fluorophenyl)-7-methoxyquinazoline-4,6-diamine

Similarity: 0.81

Chemical Structure| 314771-76-1

[ 314771-76-1 ]

(S)-N4-(3-Chloro-4-fluorophenyl)-7-((tetrahydrofuran-3-yl)oxy)quinazoline-4,6-diamine

Similarity: 0.79

Chemical Structure| 170449-18-0

[ 170449-18-0 ]

N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine hydrochloride

Similarity: 0.79

Esters

Chemical Structure| 230955-75-6

[ 230955-75-6 ]

4-Chloro-7-methoxyquinazolin-6-yl acetate

Similarity: 0.65

Chemical Structure| 187725-00-4

[ 187725-00-4 ]

Ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate

Similarity: 0.57

Chemical Structure| 100491-29-0

[ 100491-29-0 ]

Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Similarity: 0.57

Chemical Structure| 473257-60-2

[ 473257-60-2 ]

Ethyl 5-chloro-6-fluoro-1H-indole-2-carboxylate

Similarity: 0.55

Chemical Structure| 1067658-29-0

[ 1067658-29-0 ]

Methyl 6-chloro-5-fluoro-1H-indole-2-carboxylate

Similarity: 0.55

Amines

Chemical Structure| 612501-52-7

[ 612501-52-7 ]

4-((3-Chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

Similarity: 0.92

Chemical Structure| 912556-91-3

[ 912556-91-3 ]

N-(3-Chloro-4-fluorophenyl)-6-(3-chloropropoxy)-7-methoxyquinazolin-4-amine

Similarity: 0.86

Chemical Structure| 179552-75-1

[ 179552-75-1 ]

N4-(3-Chloro-4-fluorophenyl)-7-methoxyquinazoline-4,6-diamine

Similarity: 0.81

Chemical Structure| 314771-76-1

[ 314771-76-1 ]

(S)-N4-(3-Chloro-4-fluorophenyl)-7-((tetrahydrofuran-3-yl)oxy)quinazoline-4,6-diamine

Similarity: 0.79

Chemical Structure| 170449-18-0

[ 170449-18-0 ]

N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine hydrochloride

Similarity: 0.79

Related Parent Nucleus of
[ 740081-22-5 ]

Quinazolines

Chemical Structure| 612501-52-7

[ 612501-52-7 ]

4-((3-Chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

Similarity: 0.92

Chemical Structure| 912556-91-3

[ 912556-91-3 ]

N-(3-Chloro-4-fluorophenyl)-6-(3-chloropropoxy)-7-methoxyquinazolin-4-amine

Similarity: 0.86

Chemical Structure| 179552-75-1

[ 179552-75-1 ]

N4-(3-Chloro-4-fluorophenyl)-7-methoxyquinazoline-4,6-diamine

Similarity: 0.81

Chemical Structure| 314771-76-1

[ 314771-76-1 ]

(S)-N4-(3-Chloro-4-fluorophenyl)-7-((tetrahydrofuran-3-yl)oxy)quinazoline-4,6-diamine

Similarity: 0.79

Chemical Structure| 170449-18-0

[ 170449-18-0 ]

N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine hydrochloride

Similarity: 0.79

; ;