Home Cart 0 Sign in  
X

[ CAS No. 2268-79-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 2268-79-3
Chemical Structure| 2268-79-3
Chemical Structure| 2268-79-3
Structure of 2268-79-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 2268-79-3 ]

Related Doc. of [ 2268-79-3 ]

Alternatived Products of [ 2268-79-3 ]

Product Details of [ 2268-79-3 ]

CAS No. :2268-79-3 MDL No. :MFCD07774732
Formula : C8H7NS2 Boiling Point : -
Linear Structure Formula :- InChI Key :KECHYAFVYLLNCH-UHFFFAOYSA-N
M.W : 181.28 Pubchem ID :7060852
Synonyms :

Calculated chemistry of [ 2268-79-3 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.12
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 51.84
TPSA : 79.93 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.43 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.36
Log Po/w (XLOGP3) : 2.78
Log Po/w (WLOGP) : 2.89
Log Po/w (MLOGP) : 2.11
Log Po/w (SILICOS-IT) : 3.87
Consensus Log Po/w : 2.8

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.32
Solubility : 0.0866 mg/ml ; 0.000478 mol/l
Class : Soluble
Log S (Ali) : -4.11
Solubility : 0.0139 mg/ml ; 0.0000768 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.47
Solubility : 0.0619 mg/ml ; 0.000341 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.99

Safety of [ 2268-79-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280 UN#:N/A
Hazard Statements:H317 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 2268-79-3 ]

* 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 [ 2268-79-3 ]
  • Downstream synthetic route of [ 2268-79-3 ]

[ 2268-79-3 ] Synthesis Path-Upstream   1~11

  • 1
  • [ 75-15-0 ]
  • [ 29289-13-2 ]
  • [ 2268-79-3 ]
YieldReaction ConditionsOperation in experiment
94% With sodiumsulfide nonahydrate In N,N-dimethyl-formamide at 110℃; for 7 h; Sealed tube; Inert atmosphere General procedure: A sealed tube (50 mL) was charged with 2-haloaniline 1a (2mmol), CS2 (10 mmol), Na2S (4mmol) and DMF (2 mL) at room temperature under an argon gas atmosphere and the tube was flushed with argon for three times and sealed. Then the mixture was stirred electromagnetically at 110 °C for 12 hours. The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, 2 mL HCl (3 mol/L) was added and stirred for 30 minutes. Then the reaction mixture solution was extracted by dichloromethane (3*20 mL). Subsequently, the combined organic solution were dried by anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel colum chromatography (eluent: petroleum ether / ethyl acetate) give the corresponding pure product 2a.
67.1% With sodium sulphide nonahydrate In N,N-dimethyl-formamide at 110℃; for 12 h; Inert atmosphere To the reaction tube was added 0.50 mmol (0.1435 g) of 2-iodo-4- (trifluoromethyl) aniline, 0.25 mmol (0.0600 g) of sodium hexahydrate, and then 2 mL of N, N-dimethylformamide and 1.50 mmo 1 (0.1142 g) of carbon disulfide, the reaction was stirred at 110 ° C for 12 hours. After TLC was tested, the reaction was complete. The reaction mixture was extracted with methylene chloride three times. The organic phases were combined and dried over anhydrous magnesium sulfate for 2 hours. The desiccant was removed by filtration and the residue was evaporated under reduced pressure to remove the dichloromethane solvent To obtain a crude product. The crude product was subjected to column chromatography (200-300 mesh silica gel) eluting with petroleum ether and ethyl acetate (8: 1-2: 1) to give purity of more than 99percent Of a white powder of 6-trifluoromethyl-2-mercaptobenzothiazole in a yield of 45.4percent
Reference: [1] Synthetic Communications, 2017, vol. 47, # 20, p. 1916 - 1925
[2] Organic Letters, 2011, vol. 13, # 12, p. 3202 - 3205
[3] Patent: CN104098529, 2016, B, . Location in patent: Paragraph 0047-0048
  • 2
  • [ 29289-13-2 ]
  • [ 140-89-6 ]
  • [ 2268-79-3 ]
YieldReaction ConditionsOperation in experiment
83% With iron(III) trifluoride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In N,N-dimethyl-formamide at 110℃; for 10 h; Inert atmosphere; Sealed tube General procedure: A 25 mL reaction tube was charged with 2-haloaniline 1 (0.6 mmol), potassium o-ethyldithiocarbonate 2 (1.8 mmol), FeF3 (0.06 mmol), 2,2’-bis(diphenylphosphino)-1,1’-binaphthyl (0.03 mmol) and DMF (4 mL). The reaction vessel was flushed with argon for three times and sealed. Then the mixture was stirred electromagnetically in an oil bath at 110 for 3 - 21 hours. The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, then 4 mL HCl (3mol/L) was added and stirred for 30 minutes. Then the reaction mixture solution was extracted by ethyl acetate (3*20 mL). Subsequently, the combined organic solution were dried by anhydrous sodium sulfate and the target product was purified by silica gel colum chromatography (eluent: petroleum ether / ethylacetate) to give the corresponding pure product 3.
44.2% With copper(l) chloride In N,N-dimethyl-formamide at 110℃; for 6 h; Inert atmosphere; Sealed tube General procedure: A 25 mL Wattecs reaction tube was charged with 2-haloaniline 1 (0.6 mmol), potassium O-ethyl dithiocarbonate 2 (1.8 mmol),CuCl (0.06 mmol), and DMF (2 mL). The reaction vessel was flushed with argon three times and sealed. Then the mixture was stirred electromagnetically in an oil bath at 110°C for 6 h.The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, and then HCl (3 mL, 3 mol/L) was added and stirred for another 30 min. The reaction mixture solution was extracted by ethyl acetate (3 × 20 mL). Subsequently, the combined organic solutions were dried by anhydrous sodium sulfate and the target product was purified by chromatography on a silica gel column (eluent: petroleum ether/ethyl acetate) togive the corresponding pure product 3. Complete characterization characterizationof the products (all known) is found in the Supplemental Materials (Figures S1–S13).
Reference: [1] Synthetic Communications, 2015, vol. 45, # 20, p. 2378 - 2385
[2] Phosphorus, Sulfur and Silicon and the Related Elements, 2016, vol. 191, # 5, p. 699 - 701
  • 3
  • [ 583-68-6 ]
  • [ 140-89-6 ]
  • [ 2268-79-3 ]
YieldReaction ConditionsOperation in experiment
82% at 120 - 130℃; Inert atmosphere General procedure: A round-bottomed flask was charged with 2-bromoaniline or 2-fluoro-aniline (>3 g, 1.0 equiv) and potassium O-ethyl carbonodithioate(1.5–1.7 equiv). The mixture was dissolved in DMF (10 volumes) andheated to 120–130 °C until the aniline was fully consumed (3–14 h).The reaction mixture was cooled to r.t. and filtered. The filtrate wasdiluted with H 2 O (50 volumes) and the pH was adjusted to 1–2 usingaqueous 2 M HCl. The solid precipitate was collected, washed withH 2 O and dried to yield the pure product.
Reference: [1] Synthesis (Germany), 2018, vol. 50, # 10, p. 2027 - 2032
[2] Archiv der Pharmazie, 2009, vol. 342, # 10, p. 605 - 613
[3] Synthetic Communications, 1996, vol. 26, # 20, p. 3783 - 3790
  • 4
  • [ 75-15-0 ]
  • [ 583-68-6 ]
  • [ 2268-79-3 ]
Reference: [1] Organic Letters, 2011, vol. 13, # 12, p. 3202 - 3205
  • 5
  • [ 615-65-6 ]
  • [ 2268-79-3 ]
Reference: [1] Patent: US4431813, 1984, A,
  • 6
  • [ 75-15-0 ]
  • [ 31183-91-2 ]
  • [ 10544-50-0 ]
  • [ 2268-79-3 ]
Reference: [1] Green Chemistry, 2017, vol. 19, # 4, p. 1102 - 1108
  • 7
  • [ 3507-26-4 ]
  • [ 2268-79-3 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 14, p. 5275 - 5284
  • 8
  • [ 50850-93-6 ]
  • [ 114224-05-4 ]
  • [ 2268-79-3 ]
Reference: [1] Patent: US5538964, 1996, A,
  • 9
  • [ 614-83-5 ]
  • [ 2268-79-3 ]
Reference: [1] Synthetic Communications, 1996, vol. 26, # 20, p. 3783 - 3790
  • 10
  • [ 13194-71-3 ]
  • [ 2268-79-3 ]
Reference: [1] Synthetic Communications, 1996, vol. 26, # 20, p. 3783 - 3790
  • 11
  • [ 75-15-0 ]
  • [ 106-49-0 ]
  • [ 2268-79-3 ]
Reference: [1] Journal of Organic Chemistry, 1977, vol. 42, p. 4142 - 4144
Same Skeleton Products
Historical Records

Related Parent Nucleus of
[ 2268-79-3 ]

Thiophenols

Chemical Structure| 80087-70-3

[ 80087-70-3 ]

5,6-Dimethylbenzo[d]thiazole-2-thiol

Similarity: 0.99

Chemical Structure| 315228-79-6

[ 315228-79-6 ]

2-Mercaptobenzo[d]thiazole-6-carbonitrile

Similarity: 0.92

Chemical Structure| 51618-29-2

[ 51618-29-2 ]

6-Chlorobenzo[d]thiazole-2-thiol

Similarity: 0.81

Chemical Structure| 71216-20-1

[ 71216-20-1 ]

5-Bromo-2-mercaptobenzothiazole

Similarity: 0.78

Chemical Structure| 58759-63-0

[ 58759-63-0 ]

5-Nitrobenzothiazole-2-thiol

Similarity: 0.75