CAS No.78186-34-2,Bisantrene Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	78186-34-2
Name:	Bisantrene

Formula:	C₂₂H₂₂N₈
Molecular Weight:	398.47
Synonyms:	9,10-Anthracenedicarboxaldehyde,bis[(4,5-dihydro-1H-imidazol-2-yl)hydrazone] (9CI);Bisantrene;2,2'-{Anthracene-9,10-diylbis[(Z)methylylidene(2Z)hydrazin-1-yl-2-ylidene]}bis(4,5-dihydro-1H-imidazole);Disantrene;9,10-anthracenedicarboxaldehyde, bis[2-(4,5-dihydro-1H-imidazol-2-yl)hydrazone];
Density:	1.41g/cm³
Boiling Point:	646.3 °C at 760 mmHg
Flash Point:	344.7 °C
Hazard Symbols:	Xn,N
Risk Codes:	22-50/53
Safety:	60-61
PSA:	97.56000
LogP:	2.06900

Synthetic route

: sodium tetrachloroaurate(III) dihydrate

: 78186-34-2
bisantrene

: C22H22N8*2H(1+)*2AuCl4(1-)

Conditions

Conditions	Yield
In methanol; dichloromethane at 50℃; for 12h; Solvent; Temperature;	70%

: 4H2O*HAuCl4

: 78186-34-2
bisantrene

: C22H22N8*2H(1+)*2AuCl4(1-)

Conditions

Conditions	Yield
In methanol at 4℃; for 12h;	70%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 78186-34-2
bisantrene

: <9,10-anthracenediylbis>bis tetraphenyl ester

Conditions

Conditions	Yield
With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane for 3h;	52%

: KAuCl4

: 4H2O*HAuCl4

: 78186-34-2
bisantrene

: C22H22N8*2H(1+)*2AuCl4(1-)

Conditions

Conditions	Yield
In methanol; propan-1-ol; dichloromethane at 40℃; for 12h;	50%

...Expand

: 814-49-3
diethyl chlorophosphate

: 78186-34-2
bisantrene

: 115314-35-7
<9,10-anthracenediylbis>bis tetraethyl ester

Conditions

Conditions	Yield
With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane for 3h;	32%

: 814-49-3
diethyl chlorophosphate

: 78186-34-2
bisantrene

A: 115314-35-7
<9,10-anthracenediylbis>bis tetraethyl ester

B: 115314-43-7
<2-<<<10-<<(4,5-dihydro-1H-imidazol-2-yl)hydrazono>methyl>-9-anthracenyl>methylene>hydrazino>-4,5-dihydro-1H-imidazol-1-yl>phosphonic acid diethyl ester

Conditions

Conditions	Yield
With N,O-bis-(trimethylsilyl)-acetamide; water In dichloromethane for 3h;	A 12.50 g B 4.50 g

...Expand

: 2942-58-7
diethyl cyanophosphonate

: 78186-34-2
bisantrene

: 115314-35-7
<9,10-anthracenediylbis>bis tetraethyl ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 5h;	655 mg

: 78186-34-2
bisantrene

: 74-88-4
methyl iodide

: 81067-93-8
C26H30N8*2HI

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 2.75h; Ambient temperature; Yield given;

: 78186-34-2
bisantrene

: 115314-36-8
<9,10-anthracenediylbis>bis

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 32 percent / N,O-bis(trimethylsilyl)acetamide / CH2Cl2 / 3 h 2: 1.) iodotrimethylsilane, 2.) H2O / 1.) methylene chloride, o deg C, 30 min, 2.) acetone, 16 h View Scheme
Multi-step reaction with 2 steps 1: 12.50 g / N,O-bis(trimethylsilyl)acetamide, water / CH2Cl2 / 3 h 2: 1.) iodotrimethylsilane, 2.) H2O / 1.) methylene chloride, o deg C, 30 min, 2.) acetone, 16 h View Scheme
Multi-step reaction with 2 steps 1: 655 mg / dimethylformamide / 5 h 2: 1.) iodotrimethylsilane, 2.) H2O / 1.) methylene chloride, o deg C, 30 min, 2.) acetone, 16 h View Scheme

: 78186-34-2
bisantrene

: <2-<<<10-<<(4,5-dihydro-1H-imidazol-2-yl)hydrazono>methyl>-9-anthracenyl>methylene>hydrazino>-4,5-dihydro-1H-imidazol-1-yl>phosphonic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 4.50 g / N,O-bis(trimethylsilyl)acetamide, water / CH2Cl2 / 3 h 2: 1.) triphenylphosphine, iodotrimethylsilane, 2.) water / 1.) methylene chloride, 30 min, 2.) acetone View Scheme

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Specification

The Bisantrene, with the CAS registry number 78186-34-2, has the systematic name of 2,2'-{anthracene-9,10-diylbis[(Z)methylylidene(2Z)hydrazin-1-yl-2-ylidene]}bis(4,5-dihydro-1H-imidazole). It is also called 9,10-anthracenedicarboxaldehyde, bis[2-(4,5-dihydro-1H-imidazol-2-yl)hydrazone]. And the molecular formula of the chemical is C₂₂H₂₂N₈.

The characteristics of Bisantrene are as followings: (1)ACD/LogP: 1.69; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.31; (4)ACD/LogD (pH 7.4): -1.13; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 8; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 62.4 Å²; (13)Index of Refraction: 1.757; (14)Molar Refractivity: 115.62 cm³; (15)Molar Volume: 281.6 cm³; (16)Polarizability: 45.83×10^-24cm³; (17)Surface Tension: 61.2 dyne/cm; (18)Density: 1.41 g/cm³; (19)Flash Point: 344.7 °C; (20)Enthalpy of Vaporization: 95.33 kJ/mol; (21)Boiling Point: 646.3 °C at 760 mmHg; (22)Vapour Pressure: 1.36E-16 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: N(=C\c3c1ccccc1c(/C=N\NC/2=N/CCN\2)c4ccccc34)\N/C5=N/CCN5
(2)InChI: InChI=1/C22H22N8/c1-2-6-16-15(5-1)19(13-27-29-21-23-9-10-24-21)17-7-3-4-8-18(17)20(16)14-28-30-22-25-11-12-26-22/h1-8,13-14H,9-12H2,(H2,23,24,29)(H2,25,26,30)/b27-13-,28-14-
(3)InChIKey: NJSMWLQOCQIOPE-JEGUCOMDBC

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	unreported	245mg/kg (245mg/kg)		Cancer Research. Vol. 46, Pg. 2703, 1986.