Home Cart 0 Sign in  
X

[ CAS No. 1964-77-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 1964-77-8
Chemical Structure| 1964-77-8
Chemical Structure| 1964-77-8
Structure of 1964-77-8 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1964-77-8 ]

Related Doc. of [ 1964-77-8 ]

Alternatived Products of [ 1964-77-8 ]

Product Details of [ 1964-77-8 ]

CAS No. :1964-77-8 MDL No. :MFCD00457521
Formula : C8H7BrN2 Boiling Point : -
Linear Structure Formula :- InChI Key :FHDFUQGJYYGLHJ-UHFFFAOYSA-N
M.W : 211.06 Pubchem ID :610979
Synonyms :

Calculated chemistry of [ 1964-77-8 ]

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 : 1.0
Molar Refractivity : 48.76
TPSA : 28.68 Ų

Pharmacokinetics

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

Lipophilicity

Log Po/w (iLOGP) : 1.65
Log Po/w (XLOGP3) : 2.58
Log Po/w (WLOGP) : 2.63
Log Po/w (MLOGP) : 2.06
Log Po/w (SILICOS-IT) : 3.15
Consensus Log Po/w : 2.42

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.38
Solubility : 0.0881 mg/ml ; 0.000417 mol/l
Class : Soluble
Log S (Ali) : -2.83
Solubility : 0.312 mg/ml ; 0.00148 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.16
Solubility : 0.0147 mg/ml ; 0.0000697 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.57

Safety of [ 1964-77-8 ]

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 [ 1964-77-8 ]

* 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 [ 1964-77-8 ]
  • Downstream synthetic route of [ 1964-77-8 ]

[ 1964-77-8 ] Synthesis Path-Upstream   1~13

  • 1
  • [ 78-39-7 ]
  • [ 1575-37-7 ]
  • [ 1964-77-8 ]
YieldReaction ConditionsOperation in experiment
87% With zirconium(IV) chloride In methanol at 20℃; for 3 h; General procedure: A mixture of o-phenylenediamine (1.0 mmol), triethyl orthoformate (1.2 mmol) and ZrCl4 (0.1 mmol) in 10 mL MeOH was stirred at room temperature for 3 h. After completion of the reaction, as indicated by TLC, the solvent was concentrated and the resulting product was directly purified by silica gel column chromatography (4:1 / 1:1, v/v, petroleum ether/EtOAc) to afford compound 11a-h.
Reference: [1] European Journal of Medicinal Chemistry, 2015, vol. 90, p. 241 - 250
  • 2
  • [ 78191-00-1 ]
  • [ 1575-37-7 ]
  • [ 1964-77-8 ]
YieldReaction ConditionsOperation in experiment
84% With boron trifluoride diethyl etherate In 1,4-dioxane at 20 - 100℃; for 1 h; Inert atmosphere General procedure: To a solution of o-diaminobenzene (5.0 mmol, 0.5405 g) and Weinreb amide (N-methoxy-Nmethylbenzamide, 5.0 mmol, 0.82595 g) in dioxane (10 mL), boron trifluoride diethyl etherate (5.0 mmol) was added at room temperature. The reaction mixture was stirred for the specified time (Table 3) at 100 °C. TLC revealed the complete consumption of starting material. Subsequently hydrolysis was achieved by the addition of saturated NH4Cl solution (50 mL). The aqueous layer was extracted with ethyl acetate (3 X 25 mL), washed with water (2 X 25 mL), brine solution (2 X 25 mL), dried over anhydrous Na2SO4 and concentrated under vacuum to get crude product. This was purified by column chromatography over silica gel using hexane/ethyl acetate mixture in 1:1 ratios as eluent.
Reference: [1] Tetrahedron Letters, 2013, vol. 54, # 21, p. 2693 - 2695
  • 3
  • [ 1445-45-0 ]
  • [ 875-51-4 ]
  • [ 1964-77-8 ]
YieldReaction ConditionsOperation in experiment
90% With indium; acetic acid In ethyl acetate for 4 h; Reflux; Inert atmosphere General procedure: 2-Nitroaniline derivative (1 mmol) was added to a mixture of indium powder (574 mg, 5.0 mmol for 2-nitroaniline, 918 mg 8.0 mmol for 1,2-dinitroarene), and acetic acid (0.572 mL, 10 mmol) in ethyl acetate (2 mL), followed by the addition of trimethyl orthoester (2.0 mmol) in ethyl acetate (3 mL for 2-nitroaniline; 8 mL for 1,2-dinitroarene). The reaction mixture was stirred at reflux under a nitrogen atmosphere. After the reaction was completed, the reaction mixture was diluted with ethyl acetate (30 mL), filtered through Celite, poured into 10percent NaHCO3 (30 mL), and then extracted with ethyl acetate (30 mL.x.3). The combined organic extracts were dried over MgSO4, filtered, and concentrated. The residue was eluted with ethyl acetate/hexane (v/v=10/90) for 2-phenylbenzimidazole derivatives or methanol/dichloromethane (v/v=1/99) for 2-methylbenzimidazole derivatives through a silica gel column to give the corresponding benzimidazoles. The structures of the benzimidazoles were characterized by 1H NMR, 13C NMR, FTIR, and GC-MS, and were mostly known compounds. HRMS data were reported in addition for unknown compounds.
Reference: [1] Tetrahedron, 2011, vol. 67, # 41, p. 8027 - 8033
  • 4
  • [ 64-19-7 ]
  • [ 1575-37-7 ]
  • [ 1964-77-8 ]
Reference: [1] European Journal of Inorganic Chemistry, 2013, # 26, p. 4654 - 4661
[2] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276
[3] Patent: WO2007/80382, 2007, A1, . Location in patent: Page/Page column 132-133
  • 5
  • [ 615-15-6 ]
  • [ 1964-77-8 ]
Reference: [1] Tetrahedron Letters, 1986, vol. 27, # 9, p. 1051 - 1054
[2] Chemistry of Heterocyclic Compounds, 1997, vol. 33, # 8, p. 949 - 953
[3] Chemistry of Heterocyclic Compounds, 1997, vol. 33, # 8, p. 949 - 953
  • 6
  • [ 23373-04-8 ]
  • [ 124-42-5 ]
  • [ 1964-77-8 ]
Reference: [1] Journal of Organic Chemistry, 2008, vol. 73, # 19, p. 7841 - 7844
  • 7
  • [ 64-19-7 ]
  • [ 1964-77-8 ]
Reference: [1] Patent: US2006/30583, 2006, A1, . Location in patent: Page/Page column 73
[2] Patent: WO2008/124849, 2008, A2, . Location in patent: Page/Page column 89
  • 8
  • [ 141-82-2 ]
  • [ 1575-37-7 ]
  • [ 1964-77-8 ]
Reference: [1] Organic and Biomolecular Chemistry, 2018, vol. 16, # 8, p. 1337 - 1342
  • 9
  • [ 105919-36-6 ]
  • [ 64-19-7 ]
  • [ 1575-37-7 ]
  • [ 1964-77-8 ]
Reference: [1] Organic Process Research and Development, 2015, vol. 19, # 11, p. 1774 - 1783
  • 10
  • [ 881-50-5 ]
  • [ 1964-77-8 ]
Reference: [1] Chemische Berichte, 1874, vol. 7, p. 348
  • 11
  • [ 108-24-7 ]
  • [ 1575-37-7 ]
  • [ 1964-77-8 ]
Reference: [1] Journal of the Chemical Society, 1931, p. 1143,1153
  • 12
  • [ 615-15-6 ]
  • [ 67-66-3 ]
  • [ 7726-95-6 ]
  • [ 1964-77-8 ]
  • [ 1844-42-4 ]
Reference: [1] Chim. farm. Z., 1975, vol. 9, # 9, p. 18; engl. Ausg. S. 565
[2] Pakistan J. scient. ind. Res., 1972, vol. 15, p. 11
  • 13
  • [ 615-15-6 ]
  • [ 7726-95-6 ]
  • [ 64-19-7 ]
  • [ 1964-77-8 ]
  • [ 1844-42-4 ]
Reference: [1] Journal of the Indian Chemical Society, 1965, vol. 42, p. 777,781
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 1964-77-8 ]

Bromides

Chemical Structure| 1038408-36-4

[ 1038408-36-4 ]

6-Bromo-1-isopropyl-2-methyl-1H-benzo[d]imidazole

Similarity: 0.91

Chemical Structure| 74545-26-9

[ 74545-26-9 ]

5,6-Dibromo-1H-benzo[d]imidazole

Similarity: 0.89

Chemical Structure| 4887-88-1

[ 4887-88-1 ]

5-Bromo-1H-benzo[d]imidazole

Similarity: 0.88

Chemical Structure| 540516-28-7

[ 540516-28-7 ]

2-(Hydroxymethyl)-5-bromobenzimidazole

Similarity: 0.88

Chemical Structure| 221636-18-6

[ 221636-18-6 ]

5-Bromo-1-phenyl-1H-benzo[d]imidazole

Similarity: 0.84

Related Parent Nucleus of
[ 1964-77-8 ]

Benzimidazoles

Chemical Structure| 1038408-36-4

[ 1038408-36-4 ]

6-Bromo-1-isopropyl-2-methyl-1H-benzo[d]imidazole

Similarity: 0.91

Chemical Structure| 74545-26-9

[ 74545-26-9 ]

5,6-Dibromo-1H-benzo[d]imidazole

Similarity: 0.89

Chemical Structure| 4887-88-1

[ 4887-88-1 ]

5-Bromo-1H-benzo[d]imidazole

Similarity: 0.88

Chemical Structure| 540516-28-7

[ 540516-28-7 ]

2-(Hydroxymethyl)-5-bromobenzimidazole

Similarity: 0.88

Chemical Structure| 221636-18-6

[ 221636-18-6 ]

5-Bromo-1-phenyl-1H-benzo[d]imidazole

Similarity: 0.84