Home Cart 0 Sign in  
X

[ CAS No. 392662-65-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 392662-65-6
Chemical Structure| 392662-65-6
Chemical Structure| 392662-65-6
Structure of 392662-65-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 392662-65-6 ]

Related Doc. of [ 392662-65-6 ]

Alternatived Products of [ 392662-65-6 ]

Product Details of [ 392662-65-6 ]

CAS No. :392662-65-6 MDL No. :MFCD10000958
Formula : C6H2Br2S2 Boiling Point : -
Linear Structure Formula :- InChI Key :DFMPVYZMICAYCS-UHFFFAOYSA-N
M.W : 298.02 Pubchem ID :10613979
Synonyms :

Calculated chemistry of [ 392662-65-6 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 8
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 55.1
TPSA : 56.48 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.21 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.69
Log Po/w (XLOGP3) : 4.09
Log Po/w (WLOGP) : 4.49
Log Po/w (MLOGP) : 3.81
Log Po/w (SILICOS-IT) : 5.72
Consensus Log Po/w : 4.16

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.86
Solubility : 0.00415 mg/ml ; 0.0000139 mol/l
Class : Moderately soluble
Log S (Ali) : -4.98
Solubility : 0.00311 mg/ml ; 0.0000104 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -4.31
Solubility : 0.0147 mg/ml ; 0.0000494 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.91

Safety of [ 392662-65-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H312-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 392662-65-6 ]

* 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 [ 392662-65-6 ]
  • Downstream synthetic route of [ 392662-65-6 ]

[ 392662-65-6 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 124638-53-5 ]
  • [ 392662-65-6 ]
YieldReaction ConditionsOperation in experiment
90% With acetic acid; zinc In toluene The reactor was charged with C-1 (9 · 12g, 20 mmol), acetic acid 500 ml, toluene 200 ml, Zn powder (2.62 g,(5.36g, 90percent) was obtained by filtration, and the solution was concentrated and filtered to give the compound C-28-1 (5.36g, 90percent). After the reaction was carried out, The * Synthesis of Intermediate C-28-2
80% With zinc In acetic acid at 125℃; for 2.5 h; Inert atmosphere In an inert atmosphere, the zinc powder (3.5g; 53.5 mmoles) is added in portions to the suspension of 2,3,5,6-tetrabromothieno[3,2-b]thiophene (14.6g; 32.2 mmoles) in 1 I of acetic acid. It is brought to 125°C. After 2 hours another portion of zinc is added (2.2g; 33.6 mmoles) and after 30 minutes another portion (0.8g; 12.2 mmoles). It is brought to 70°C and the zinc is removed by filtration. At 20°C, water is added to the filtrate and extracted with ethyl acetate. After washing the organic phase, first with a saturated aqueous solution of sodium bicarbonate and then to neutrality with water, it is dried over sodium sulfate. 7.6 g of 3,6-dibromothieno[3,2-b]thiophene of formula (V) are obtained with a 80percent yield:
76.6% at 110℃; for 1 h; Large scale Accurately weigh the glacial acetic acid (300. OKg) into a dry 500 L autoclave through a high-level tank.A solid 5 (64.0 OKg, 140.4 mol, L Oeq.) Was added to the kettle,Zinc dust (27. 0 Kg, 415.4 mol, 3. Oeq) was added.Heating to 110 ° C for 1 hour.The reaction was followed by HPLC,When the raw material disappears,The reaction was stopped.After the reaction was complete, the temperature was lowered to 40-50 ° C,The solvent acetic acid was distilled off under reduced pressure,To the basic no liquid,Cooled to room temperature,Ethyl acetate (300. OKg) was added,Stir for 30 minutes.Filtration, washing the solids with ethyl acetate (20. 0 KgX2)The filtrates were combined,Into the reactor,Water (300. OKg) was added to the reaction kettle,Stirred for 20 minutes,Allow to stand for 20 minutes(If it is difficult to liquid, you can filter liquid after the separation).The aqueous phase was separated,The organic phase was left in the reactor,The organic phase (300. OKgX) was washed with 6.6percent sodium hydroxide in water,So that the aqueous phase pH> 7, and then to the reactor into the water (200. OKg) washed once,The organic phase was dried over sodium sulfate (30. OKg) for 2 hours.The organic phase was concentrated,Dry out to dryness,Solvent free product 10 (31.4 kg, 76.6percent).
Reference: [1] Patent: CN107056798, 2017, A, . Location in patent: Paragraph 0065; 0066; 0067
[2] Patent: WO2016/92065, 2016, A1, . Location in patent: Page/Page column 21; 22
[3] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 22, p. 3465 - 3470
[4] Patent: CN103172646, 2016, B, . Location in patent: Paragraph 0114-0116
[5] Chemical Communications, 2005, # 9, p. 1161 - 1163
[6] Organic and Biomolecular Chemistry, 2011, vol. 9, # 2, p. 588 - 595
[7] Chemistry - An Asian Journal, 2010, vol. 5, # 7, p. 1550 - 1554
[8] Patent: US9112157, 2015, B2,
  • 2
  • [ 25121-87-3 ]
  • [ 392662-65-6 ]
Reference: [1] Macromolecules, 2013, vol. 46, # 3, p. 727 - 735
[2] Organic Letters, 2007, vol. 9, # 6, p. 1005 - 1008
[3] Macromolecules, 2016, vol. 49, # 7, p. 2541 - 2548
  • 3
  • [ 251-41-2 ]
  • [ 392662-65-6 ]
Reference: [1] Chemical Communications, 2005, # 9, p. 1161 - 1163
[2] Macromolecules, 2013, vol. 46, # 3, p. 727 - 735
[3] Patent: WO2016/92065, 2016, A1,
[4] Patent: CN107056798, 2017, A,
  • 4
  • [ 25121-88-4 ]
  • [ 392662-65-6 ]
Reference: [1] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 22, p. 3465 - 3470
  • 5
  • [ 930-96-1 ]
  • [ 392662-65-6 ]
Reference: [1] Patent: CN103172646, 2016, B,
  • 6
  • [ 201004-08-2 ]
  • [ 392662-65-6 ]
Reference: [1] Patent: CN103172646, 2016, B,
  • 7
  • [ 1723-27-9 ]
  • [ 392662-65-6 ]
Reference: [1] Patent: CN103172646, 2016, B,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 392662-65-6 ]

Bromides

Chemical Structure| 1423-61-6

[ 1423-61-6 ]

7-Bromobenzo[b]thiophene

Similarity: 0.64

Chemical Structure| 1171697-10-1

[ 1171697-10-1 ]

(4-Bromothiophen-2-yl)methanamine hydrochloride

Similarity: 0.64

Chemical Structure| 18791-75-8

[ 18791-75-8 ]

4-Bromo-2-thiophenecarboxaldehyde

Similarity: 0.64

Chemical Structure| 18791-99-6

[ 18791-99-6 ]

4-Bromothiophene-2-carbonitrile

Similarity: 0.64

Chemical Structure| 33733-73-2

[ 33733-73-2 ]

3-Bromothioanisole

Similarity: 0.61

Related Parent Nucleus of
[ 392662-65-6 ]

Other Aromatic Heterocycles

Chemical Structure| 25121-87-3

[ 25121-87-3 ]

2,5-Dibromothieno[3,2-b]thiophene

Similarity: 0.60

Chemical Structure| 40985-58-8

[ 40985-58-8 ]

Thieno[3,2-b]thiophene-2-carbonitrile

Similarity: 0.55

Chemical Structure| 158962-92-6

[ 158962-92-6 ]

2,3-Dihydrothieno[3,4-b][1,4]dithiine

Similarity: 0.54

Chemical Structure| 92-85-3

[ 92-85-3 ]

Thianthrene

Similarity: 0.54

Chemical Structure| 83834-10-0

[ 83834-10-0 ]

3,7-Dibromodibenzo[b,d]thiophene

Similarity: 0.53