Home Cart 0 Sign in  
X

[ CAS No. 17583-10-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 17583-10-7
Chemical Structure| 17583-10-7
Chemical Structure| 17583-10-7
Structure of 17583-10-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 17583-10-7 ]

Related Doc. of [ 17583-10-7 ]

Alternatived Products of [ 17583-10-7 ]

Product Details of [ 17583-10-7 ]

CAS No. :17583-10-7 MDL No. :MFCD00460519
Formula : C7H8N2OS Boiling Point : -
Linear Structure Formula :- InChI Key :JAZOMJIYYHHUBH-UHFFFAOYSA-N
M.W : 168.22 Pubchem ID :587850
Synonyms :

Calculated chemistry of [ 17583-10-7 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.43
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 44.37
TPSA : 84.22 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) : -6.57 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.25
Log Po/w (XLOGP3) : 1.07
Log Po/w (WLOGP) : 1.25
Log Po/w (MLOGP) : -0.03
Log Po/w (SILICOS-IT) : 2.46
Consensus Log Po/w : 1.2

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.89
Solubility : 2.15 mg/ml ; 0.0128 mol/l
Class : Very soluble
Log S (Ali) : -2.43
Solubility : 0.625 mg/ml ; 0.00371 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.93
Solubility : 1.99 mg/ml ; 0.0119 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.63

Safety of [ 17583-10-7 ]

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 [ 17583-10-7 ]

* 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 [ 17583-10-7 ]
  • Downstream synthetic route of [ 17583-10-7 ]

[ 17583-10-7 ] Synthesis Path-Upstream   1~9

  • 1
  • [ 60060-44-8 ]
  • [ 17356-08-0 ]
  • [ 17583-10-7 ]
YieldReaction ConditionsOperation in experiment
91% With pyridine In methanol for 4 h; Reflux Step-ii: 2-amino-5,6-dihydrobenzo[dlthiazol-7(4H)-one
To a 100 mL round bottom flask, were added 2-bromocyclohexane- 1,3-dione ( 1.0 g, 5.23 mmol) and methanol (15 mL). To the same flask, thiourea (0.0.397 g, 5.23 mmol) and pyridine (0.412 g, 5.23 mmol) were added. The reaction mixture was stirred at reflux temperature for 4 h. The volatiles were evaporated under reduced pressure to get residue. The residue was dissolved in water and stirred for 5 min. to get precipitate. The precipitate was collected by filtration and washed with water to get the title compound [0.8 g, 91 percent]. H NMR (300 MHz, DMSO-de): δ 8.12 (brs, 2H), 2.69 (t, 2H), 2.38 (t, 2H), 2.02 (m, 2H); LC-MS (ESI): 168.9 [M+H]+.
47%
Stage #1: for 3 h; Heating / reflux
Stage #2: With ammonia In water
2-Amino-S, 6-dihydro-4H-benzothiazol-7-one A solution of 2-bromo-cyclohexane-1, 3-dione (1.0 g, 5.2 mmol) and thiourea (0.4 g, 5.2 mmol) in anhydrous ETOH (7 mL) was heated under reflux for 3 h. The reaction mixture was cooled, concentrated under vacuum, and washed with Et2O (20 mL). The residue was dissolved in H20 (10 mL) and 6 M aq NH40H (4 mL) was added dropwise. The yellow precipitate was collected, dried, and crystallised from ETOH to afford the titl compound as yellow crystals (0.41 g, 47 percent)
42% Reflux Step 2; To a suspension of thiourea (3.8 g) in ethanol (100 mL), 74 (9.5 g, 50 mmol) was added. The suspension was then stirred under reflux overnight. The reaction mixture was cooled, filtered, and then washed sequentially with water and ethanol to yield 75 as a yellow solid (3.1 g, y. 42percent). 1H-NMR (300 Mz) (DMSO): 1.99-2.05 (m, 2H), 2.39 (t, J = 5.5 Hz, 2H), 2.70 (t, J = 6 Hz, 2H), 8.55-8.66 (m, 2H).
Reference: [1] Patent: WO2015/101928, 2015, A1, . Location in patent: Page/Page column 100
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 5, p. 2136 - 2145
[3] Pharmaceutical Chemistry Journal, 1993, vol. 27, # 7, p. 500 - 503[4] Khimiko-Farmatsevticheskii Zhurnal, 1993, vol. 27, # 7, p. 37 - 39
[5] Patent: WO2005/5438, 2005, A1, . Location in patent: Page/Page column 36
[6] Patent: EP2426135, 2012, A1, . Location in patent: Page/Page column 119
[7] Zeitschrift fuer Chemie (Stuttgart, Germany), 1967, vol. 7, p. 422
[8] Patent: US2007/238746, 2007, A1, . Location in patent: Page/Page column 27
[9] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 17, p. 3575 - 3581
[10] European Journal of Medicinal Chemistry, 2017, vol. 139, p. 128 - 152
  • 2
  • [ 70-11-1 ]
  • [ 17583-10-7 ]
Reference: [1] Patent: US6043373, 2000, A,
  • 3
  • [ 60060-44-8 ]
  • [ 17583-10-7 ]
Reference: [1] Patent: US2003/153568, 2003, A1,
  • 4
  • [ 1378834-30-0 ]
  • [ 17356-08-0 ]
  • [ 17583-10-7 ]
Reference: [1] Patent: US2007/244104, 2007, A1, . Location in patent: Page/Page column 14
  • 5
  • [ 60060-44-8 ]
  • [ 17583-10-7 ]
Reference: [1] Tetrahedron Letters, 2012, vol. 53, # 39, p. 5265 - 5269
  • 6
  • [ 765-87-7 ]
  • [ 17583-10-7 ]
Reference: [1] Journal of Medicinal Chemistry, 2015, vol. 58, # 6, p. 2764 - 2778
  • 7
  • [ 24829-91-2 ]
  • [ 17356-08-0 ]
  • [ 17583-10-7 ]
Reference: [1] Journal of Medicinal Chemistry, 2015, vol. 58, # 6, p. 2764 - 2778
  • 8
  • [ 17356-08-0 ]
  • [ 17583-10-7 ]
Reference: [1] Monatshefte fuer Chemie, 1993, vol. 124, # 6/7, p. 763 - 774
  • 9
  • [ 17356-08-0 ]
  • [ 17583-10-7 ]
Reference: [1] Patent: WO2006/40279, 2006, A1, . Location in patent: Page/Page column 129
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 17583-10-7 ]

Ketones

Chemical Structure| 36234-66-9

[ 36234-66-9 ]

2-Amino-6,7-dihydrobenzo[d]thiazol-4(5H)-one

Similarity: 0.89

Chemical Structure| 935850-03-6

[ 935850-03-6 ]

5,6-Dihydrobenzo[d]thiazol-7(4H)-one

Similarity: 0.89

Chemical Structure| 94284-66-9

[ 94284-66-9 ]

1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone

Similarity: 0.86

Chemical Structure| 40353-62-6

[ 40353-62-6 ]

1-(2-Amino-5-methylthiazol-4-yl)ethanone

Similarity: 0.79

Chemical Structure| 53159-71-0

[ 53159-71-0 ]

1-(2-Aminothiazol-5-yl)ethanone

Similarity: 0.73

Amines

Chemical Structure| 36234-66-9

[ 36234-66-9 ]

2-Amino-6,7-dihydrobenzo[d]thiazol-4(5H)-one

Similarity: 0.89

Chemical Structure| 94284-66-9

[ 94284-66-9 ]

1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone

Similarity: 0.86

Chemical Structure| 2933-29-1

[ 2933-29-1 ]

2-Amino-4,5,6,7-tetrahydrobenzothiazole

Similarity: 0.83

Chemical Structure| 104617-49-4

[ 104617-49-4 ]

4,5,6,7-Tetrahydrobenzo[d]thiazole-2,6-diamine

Similarity: 0.79

Chemical Structure| 106092-11-9

[ 106092-11-9 ]

(R)-4,5,6,7-Tetrahydro-benzothiazole-2,6-diamine

Similarity: 0.79

Related Parent Nucleus of
[ 17583-10-7 ]

Other Aromatic Heterocycles

Chemical Structure| 36234-66-9

[ 36234-66-9 ]

2-Amino-6,7-dihydrobenzo[d]thiazol-4(5H)-one

Similarity: 0.89

Chemical Structure| 935850-03-6

[ 935850-03-6 ]

5,6-Dihydrobenzo[d]thiazol-7(4H)-one

Similarity: 0.89

Chemical Structure| 2933-29-1

[ 2933-29-1 ]

2-Amino-4,5,6,7-tetrahydrobenzothiazole

Similarity: 0.83

Chemical Structure| 104617-49-4

[ 104617-49-4 ]

4,5,6,7-Tetrahydrobenzo[d]thiazole-2,6-diamine

Similarity: 0.79

Chemical Structure| 106092-11-9

[ 106092-11-9 ]

(R)-4,5,6,7-Tetrahydro-benzothiazole-2,6-diamine

Similarity: 0.79