Home Cart 0 Sign in  
X

[ CAS No. 5202-85-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 5202-85-7
Chemical Structure| 5202-85-7
Chemical Structure| 5202-85-7
Structure of 5202-85-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 5202-85-7 ]

Related Doc. of [ 5202-85-7 ]

Alternatived Products of [ 5202-85-7 ]

Product Details of [ 5202-85-7 ]

CAS No. :5202-85-7 MDL No. :MFCD00017126
Formula : C7H7ClN2O Boiling Point : -
Linear Structure Formula :- InChI Key :DNRVZOZGQHHDAT-UHFFFAOYSA-N
M.W : 170.60 Pubchem ID :78876
Synonyms :

Calculated chemistry of [ 5202-85-7 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 2.0
Molar Refractivity : 43.95
TPSA : 69.11 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) : -6.69 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.84
Log Po/w (XLOGP3) : 0.92
Log Po/w (WLOGP) : 1.03
Log Po/w (MLOGP) : 1.18
Log Po/w (SILICOS-IT) : 0.9
Consensus Log Po/w : 0.97

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.81
Solubility : 2.61 mg/ml ; 0.0153 mol/l
Class : Very soluble
Log S (Ali) : -1.96
Solubility : 1.88 mg/ml ; 0.011 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.24
Solubility : 0.984 mg/ml ; 0.00577 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.1

Safety of [ 5202-85-7 ]

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 [ 5202-85-7 ]

* 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 [ 5202-85-7 ]
  • Downstream synthetic route of [ 5202-85-7 ]

[ 5202-85-7 ] Synthesis Path-Upstream   1~14

  • 1
  • [ 77287-34-4 ]
  • [ 5202-85-7 ]
  • [ 16064-14-5 ]
YieldReaction ConditionsOperation in experiment
67% With ytterbium(III) triflate In 1,3,5-trimethyl-benzene at 165℃; for 6 h; Inert atmosphere General procedure: A mixture of 2-aminobenzamide (1, 4.0 mmol), carboxamide (2, 6.0 mmol), Yb(OTf)3 (0.20 mmol,5.0 molpercent), and mesitylene (5.0 mL) was placed in a 20-mL Pyrex flask equipped with a magnetic stirring bar and a reflux condenser under a flow of argon. The reaction was carried out at 120-165 oC (bath temp.) for 6 h with stirring. Then, the reaction mixture was cooled to room temperature, and analyzed by GLC, GC-MS (EI), and LC-MS (ESI). After evaporation of mesitylene under vacuum,the products (3) were isolated by recrystallization from MeOH/hexane and/or medium pressure column chromatography on silica gel (eluent: EtOAc/hexane = 50/50 ~ EtOAc 100percent. For 3j, eluent:MeOH/CHCl3 = 50/50). 1H NMR spectra were recorded at 400 MHz, and 13C NMR spectra wererecorded at 100 MHz in DMSO-d6. The analytical and spectral data of 3a-e,38 3f,39 3g,40 3h,41 and3j,42 were consistent with those reported previously. The product, 3i, was characterized below.
Reference: [1] Heterocycles, 2015, vol. 90, # 2, p. 857 - 865
  • 2
  • [ 67-56-1 ]
  • [ 5202-85-7 ]
  • [ 16064-14-5 ]
YieldReaction ConditionsOperation in experiment
77% at 130℃; for 2 h; Inert atmosphere; Microwave irradiation 2-Amino-5-chlorobenzamide (85 mg, 0.5 mmol), [Cp * Ir (2,2'-bpyO) (H2O)](5.4 mg, 0.005 mmol, 1 molpercent),Cesium carbonate (49 mg, 0.15 mmol, 0.3 equiv.) And methanol (0.5 ml) were sequentially added to a dried 5 mL microwave reaction tube.The tube was nitrogen protected and placed in a single mode pressure microwave synthesizer (Discover CEM, USA). After the reaction mixture was reacted at 130 ° C for 2 hours, it was cooled to room temperature. Rotary evaporation to remove the solvent,Pure target compound was then obtained by column chromatography (developing solvent: petroleum ether / ethyl acetate), yield: 77percent
Reference: [1] Organic Letters, 2016, vol. 18, # 11, p. 2580 - 2583
[2] Patent: CN107337646, 2017, A, . Location in patent: Paragraph 0065; 0066; 0067; 0068
  • 3
  • [ 3473-63-0 ]
  • [ 5202-85-7 ]
  • [ 16064-14-5 ]
YieldReaction ConditionsOperation in experiment
88.6% for 16 h; Reflux General procedure: To a refluxing solution of corresponding anthranilamide (1 mmol) in ethanol (30 mL) was added formamidine acetate (2 mmol). The solution was refluxed for about 6 h (monitored by TLC & LCMS for completion), and solvent evaporated under reduced pressure. The residue was further diluted with water (30 mL) and ethyl acetate (50 mL) and the layers separated. The organic layer was dried over anhydrous sodium sulphate and evaporated under reduced pressure. The residue was purified by silica gel column chromatography using hexane: ethyl acetate as eluent to give the corresponding quinazolin-4(3H)-one (4a-b) in good yield.
Reference: [1] European Journal of Medicinal Chemistry, 2014, vol. 86, p. 613 - 627
  • 4
  • [ 5202-85-7 ]
  • [ 149-73-5 ]
  • [ 16064-14-5 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 4, p. 545 - 548
[2] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 3, p. 383 - 391
  • 5
  • [ 5202-85-7 ]
  • [ 16064-14-5 ]
Reference: [1] Tetrahedron Letters, 1999, vol. 40, # 5, p. 1045 - 1048
  • 6
  • [ 5202-85-7 ]
  • [ 7253-22-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 3, p. 383 - 391
[2] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 4, p. 545 - 548
  • 7
  • [ 5202-85-7 ]
  • [ 2034-23-3 ]
Reference: [1] Synthesis, 2001, # 4, p. 541 - 543
  • 8
  • [ 78-39-7 ]
  • [ 5202-85-7 ]
  • [ 7142-09-8 ]
YieldReaction ConditionsOperation in experiment
92% With acetic acid In ethanol at 110℃; for 24 h; Inert atmosphere; Sealed tube General procedure: The 2-aminobenzamide (1 equiv), the orthoester (2–3 equiv) and absolute ethanol (2–3 mL) wereplaced in a 15-mL Chemglass screw-cap pressure tube (No. CG-1880-01, Chemglass, Vineland, NJ,USA). Glacial acetic acid (3 equiv) was added, N2 was introduced to the vessel and the cap wastightened. The vessel was heated at 110 °C for 12–72 h, then cooled and concentrated to give thequinazolinone, which was purified by crystallization from absolute ethanol or trituration from 5percentether in pentane. The following compounds were prepared:
Reference: [1] Molecules, 2018, vol. 23, # 11,
  • 9
  • [ 123-54-6 ]
  • [ 5202-85-7 ]
  • [ 7142-09-8 ]
YieldReaction ConditionsOperation in experiment
81% With ytterbium(III) triflate In 1,3,5-trimethyl-benzene at 60℃; for 24 h; Inert atmosphere General procedure: 2-aminobenzamide (1, 1.0 mmol), 1,3-diketone (2, 1.5 mmol), Yb(OTf)3 (0.050 mmol, 5.0 molpercent),and mesitylene (2.0 mL) was placed in a 20-mL Pyrex flask equipped with a magnetic stirring bar and a reflux condenser under a flow of argon. The reaction was carried out at 60°C (bath temp.) for 24 h with stirring. The reaction mixture was then cooled to room temperature and analyzed by GLCand GC-MS. The product 3 was isolated by medium-pressure column chromatography on silica gel(eluent: EtOAc/hexane = 30/70 ~ EtOAc 100percent. For 3j, eluent: MeOH/CHCl3 = 30/70 ~ 50/50) andrecrystallization from MeOH/hexane. The products 3l and 3m were isolated by recrystallizationfrom EtOAc/hexane. 1H NMR spectra were recorded at 400 MHz, and 13C NMR spectra wererecorded at 100 MHz in DMSO-d6 (For 3j, in a mixture of DMSO-d6 and methanol-d4). Elemental analyses were performed at the Microanalytical Center of Kyoto University. The analytical and spectral data of 3a,10 3b-c,11 3d,12 3e,13 3f,14 3g-h,10 and 3j-l,7 are fully consistent with those reported previously. The products 3i,15 and 3m16 were characterized below.
Reference: [1] Heterocycles, 2016, vol. 93, # 2, p. 816 - 823
[2] RSC Advances, 2015, vol. 5, # 104, p. 85646 - 85651
  • 10
  • [ 64-17-5 ]
  • [ 5202-85-7 ]
  • [ 7142-09-8 ]
Reference: [1] Tetrahedron Letters, 2018, vol. 59, # 21, p. 2099 - 2102
  • 11
  • [ 5202-85-7 ]
  • [ 1640-60-4 ]
YieldReaction ConditionsOperation in experiment
76% With hydrogenchloride; urea In pyridine; water Part B:
The preparation of 6-chloro-2,4-quinazoline-dione.
Urea (2.64 g) and 5-chloro-2-amino benzamide (3.75 g) were dissolved in 100 mL of pyridine.
To this solution was added 10percent HCl (aq.) (6 drops) and the resulting solution was refluxed for 12-18 hours.
The reaction mixture was evaporated to dryness and the resulting residue was suspended in 125 mL of water.
The pH of the suspension was adjusted to 6 with dilute hydrochloric acid and the solid was recovered by filtration.
The filter cake was washed well with water and was dried to yield 3.27 g of buff powder (76percent): 1 H NMR (DMSO-d6, 300 MHz) δ11.45 (s, 1H), 11.25 (s, 1H), 7.81 (d, 1H), 7.66 (dd, 1H), 7.18 (d, 1H).
Reference: [1] Patent: US5187168, 1993, A,
  • 12
  • [ 75-44-5 ]
  • [ 5202-85-7 ]
  • [ 1640-60-4 ]
Reference: [1] Patent: US2002/25968, 2002, A1,
[2] Patent: US5436233, 1995, A,
  • 13
  • [ 5202-85-7 ]
  • [ 5922-60-1 ]
Reference: [1] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 5, p. 1299 - 1300
  • 14
  • [ 5202-85-7 ]
  • [ 108047-39-8 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 1, p. 256 - 261
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 5202-85-7 ]

Aryls

Chemical Structure| 5900-59-4

[ 5900-59-4 ]

2-Amino-4-chlorobenzamide

Similarity: 0.86

Chemical Structure| 890707-28-5

[ 890707-28-5 ]

2-Amino-5-chloro-N,3-dimethylbenzamide

Similarity: 0.84

Chemical Structure| 619-56-7

[ 619-56-7 ]

4-Chlorobenzamide

Similarity: 0.83

Chemical Structure| 20028-53-9

[ 20028-53-9 ]

2-Amino-5-chlorobenzaldehyde

Similarity: 0.82

Chemical Structure| 59236-37-2

[ 59236-37-2 ]

2-Amino-4-chlorobenzaldehyde

Similarity: 0.80

Chlorides

Chemical Structure| 5900-59-4

[ 5900-59-4 ]

2-Amino-4-chlorobenzamide

Similarity: 0.86

Chemical Structure| 890707-28-5

[ 890707-28-5 ]

2-Amino-5-chloro-N,3-dimethylbenzamide

Similarity: 0.84

Chemical Structure| 619-56-7

[ 619-56-7 ]

4-Chlorobenzamide

Similarity: 0.83

Chemical Structure| 20028-53-9

[ 20028-53-9 ]

2-Amino-5-chlorobenzaldehyde

Similarity: 0.82

Chemical Structure| 59236-37-2

[ 59236-37-2 ]

2-Amino-4-chlorobenzaldehyde

Similarity: 0.80

Amides

Chemical Structure| 5900-59-4

[ 5900-59-4 ]

2-Amino-4-chlorobenzamide

Similarity: 0.86

Chemical Structure| 890707-28-5

[ 890707-28-5 ]

2-Amino-5-chloro-N,3-dimethylbenzamide

Similarity: 0.84

Chemical Structure| 619-56-7

[ 619-56-7 ]

4-Chlorobenzamide

Similarity: 0.83

Chemical Structure| 609-66-5

[ 609-66-5 ]

2-Chlorobenzamide

Similarity: 0.76

Chemical Structure| 5980-26-7

[ 5980-26-7 ]

2,5-Dichlorobenzamide

Similarity: 0.76

Amines

Chemical Structure| 5900-59-4

[ 5900-59-4 ]

2-Amino-4-chlorobenzamide

Similarity: 0.86

Chemical Structure| 890707-28-5

[ 890707-28-5 ]

2-Amino-5-chloro-N,3-dimethylbenzamide

Similarity: 0.84

Chemical Structure| 619-56-7

[ 619-56-7 ]

4-Chlorobenzamide

Similarity: 0.83

Chemical Structure| 20028-53-9

[ 20028-53-9 ]

2-Amino-5-chlorobenzaldehyde

Similarity: 0.82

Chemical Structure| 59236-37-2

[ 59236-37-2 ]

2-Amino-4-chlorobenzaldehyde

Similarity: 0.80