Cantharidin supplier | CasNO.56-25-7

Name
Cantharidin
EINECS 200-263-3
CAS No. 56-25-7
Article Data12
CAS DataBase
Density 1.362 g/cm³
Solubility 30mg/L(20 oC)
Melting Point 215-217 °C(lit.)
Formula C₁₀H₁₂O₄
Boiling Point 326.869 °C at 760 mmHg
Molecular Weight 196.203
Flash Point 146.137 °C
Transport Information UN 2811 6.1/PG 1
Appearance white to light yellow crystal powder
Safety 53-45-36/37/39
Risk Codes 28-36/37/38-38-37-36-23/24/25
Molecular Structure
Hazard Symbols T, T+
Synonyms 4,7-Epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-, (3aa,4b,7b,7aa)-;7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylicanhydride, 2,3-dimethyl- (8CI);Cantharidin (6CI,7CI);1,2-Dimethyl-3,6-epoxyperhydrophthalic anhydride;Cantharidine;Cantharone;Hexahydro-3a,7a-dimethyl-4,7-epoxyisobenzofuran-1,3-dione;Kantaridin;NSC 61805;
PSA 52.60000
LogP 0.64360

Synthetic route

: 110-00-9
furan

: 75532-25-1
2,2,4,4-tetrahydrothiophene-3,4-dicarboxylic acid anhydride

: 56-25-7
cantharidin

Conditions

Conditions	Yield
Stage #1: furan; 2,2,4,4-tetrahydrothiophene-3,4-dicarboxylic acid anhydride With 1-butyl-3-methylimidazolium Tetrafluoroborate at 50℃; for 19h; Stage #2: In ethyl acetate for 4h; Reagent/catalyst; Temperature; Reflux;	90%

: 75538-64-6
C10H10O4S

: 56-25-7
cantharidin

Conditions

Conditions	Yield
With hydrogen In ethyl acetate under 760.051 Torr; Reflux;	59%
With hydrogen In ethyl acetate at 50℃; under 1551.49 - 2585.81 Torr; for 20h;	17%
With nickel In ethyl acetate Heating;

: 110-00-9
furan

: 75532-25-1
2,2,4,4-tetrahydrothiophene-3,4-dicarboxylic acid anhydride

A: 80558-50-5
epi-catharidin

B: 56-25-7
cantharidin

Conditions

Conditions	Yield
nickel 1.) 7000 bar, 24 h, 2.) ethyl acetate, reflux, 3 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

1,2t-dimethyl-3,6-dioxo-cyclohexane-1r,2c-dicarboxylic acid diethyl ester: 1,2t-dimethyl-3,6-dioxo-cyclohexane-1r,2c-dicarboxylic acid diethyl ester

: 56-25-7
cantharidin

Conditions

Conditions	Yield
With aluminum isopropoxide; isopropyl alcohol Behandeln des Reaktionsprodukts mit konz. Schwefelsaeure;

1-<(Ξ)-benzylidene>-3a,7a-dimethyl-(3ar,7ac)-3a,4,5,6,7,7a-hexahydro-4t,7t-epoxido-indene: 1-<(Ξ)-benzylidene>-3a,7a-dimethyl-(3ar,7ac)-3a,4,5,6,7,7a-hexahydro-4t,7t-epoxido-indene

: 56-25-7
cantharidin

Conditions

Conditions	Yield
With ozone; ethyl acetate at -40℃; Erhitzen des Reaktionsprodukts mit Essigsaeure und wss. Wasserstoffperoxid;

: 7647-01-0
hydrogenchloride

: 2-methoxy-3a,7a-dimethyl-hexahydro-4,7-epoxido-isoindole-1,3-dione

: 56-25-7
cantharidin

Conditions

Conditions	Yield
at 150℃; im Rohr;

: (+/-)-1-((Ξ)-benzylidene)-3a,7a-dimethyl-(3ar,7ac)-3a,4,5,6,7,7a-hexahydro-4t,7t-epoxido-indene

: 10028-15-6
ozone

: 141-78-6
ethyl acetate

: 56-25-7
cantharidin

Conditions

Conditions	Yield
at -40℃; Erhitzen des Reaktionsprodukts mit Essigsaeure und wss. Wasserstoffperoxid;

...Expand

cantharidene: cantharidene

: 56-25-7
cantharidin

: 7647-01-0
hydrogenchloride

: 853200-58-5
2-hydroxy-3a,7a-dimethyl-hexahydro-4,7-epoxido-isoindole-1,3-dione

A: 7803-49-8
hydroxylamine

B: 56-25-7
cantharidin

Conditions

Conditions	Yield
at 150℃; im Rohr;

...Expand

: (-)-2-bromo-1,8-dimethyl-7-oxo-6-oxa-bicyclo[3.2.1]octane-8-carboxylic acid

A: 56-25-7
cantharidin

B dextrorotatory cantharic acid: dextrorotatory cantharic acid

C <3.6-dibromo-1.2-dimethyl-hexahydrophthalic acid >-anhydride: <3.6-dibromo-1.2-dimethyl-hexahydrophthalic acid >-anhydride

Conditions

Conditions	Yield
at 215 - 225℃;

...Expand

: 10035-10-6, 12258-64-9
hydrogen bromide

: 64-19-7
acetic acid

: (+)-2-bromo-1,8-dimethyl-7-oxo-6-oxa-bicyclo[3.2.1]octane-8-carboxylic acid

A: 56-25-7
cantharidin

B <3.6-dibromo-1.2-dimethyl-hexahydrophthalic acid >-anhydride: <3.6-dibromo-1.2-dimethyl-hexahydrophthalic acid >-anhydride

C levorotatory cantharic acid: levorotatory cantharic acid

Conditions

Conditions	Yield
at 150 - 155℃;

...Expand

: 75532-26-2
C10H8O4S

A: 56-25-7
cantharidin

B concentrated aqueous methylamine solution: concentrated aqueous methylamine solution

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / 10percent Pd-C 2: Raney Ni / ethyl acetate / Heating View Scheme

: 75532-26-2
C10H8O4S

: 56-25-7
cantharidin

Conditions

Conditions	Yield
With hydrogen In water; ethyl acetate for 4h; Reflux;	50 mg
Multi-step reaction with 2 steps 1: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr 2: hydrogen / ethyl acetate / 760.05 Torr / Reflux View Scheme

: 155251-30-2
3-cyano-3-hydroxy-tetrahydrothiophene-4-carboxylic acid methyl ester

: 56-25-7
cantharidin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: pyridine; trichlorophosphate / benzene / 5 h / 20 - 52 °C 2.1: hydrogenchloride; water; acetic acid / Reflux 3.1: thionyl chloride / Reflux 4.1: 1-butyl-3-methylimidazolium Tetrafluoroborate / 19 h / 50 °C 4.2: Raney-Ni / 4 h / Reflux View Scheme

: 2689-68-1
methyl 4-oxotetrahydrothiophene-3-carboxylate

: 56-25-7
cantharidin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium hydrogensulfite / water; methanol / 16 h / 20 °C / pH 7 - 8 2.1: pyridine; trichlorophosphate / benzene / 5 h / 20 - 52 °C 3.1: hydrogenchloride; water; acetic acid / Reflux 4.1: thionyl chloride / Reflux 5.1: 1-butyl-3-methylimidazolium Tetrafluoroborate / 19 h / 50 °C 5.2: Raney-Ni / 4 h / Reflux View Scheme
Multi-step reaction with 7 steps 1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -30 - -20 °C / Inert atmosphere 2: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 24 h / 50 °C / 2068.65 Torr 3: sodium hydroxide; water / tetrahydrofuran / 2.5 h 4: acetyl chloride / toluene / 4 h / Reflux 5: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C 6: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr 7: hydrogen / ethyl acetate / 760.05 Torr / Reflux View Scheme

Yield

Multi-step reaction with 5 steps
1.1: sodium hydrogensulfite / water; methanol / 16 h / 20 °C / pH 7 - 8
2.1: pyridine; trichlorophosphate / benzene / 5 h / 20 - 52 °C
3.1: hydrogenchloride; water; acetic acid / Reflux
4.1: thionyl chloride / Reflux
5.1: 1-butyl-3-methylimidazolium Tetrafluoroborate / 19 h / 50 °C
5.2: Raney-Ni / 4 h / Reflux
View Scheme

Multi-step reaction with 7 steps
1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -30 - -20 °C / Inert atmosphere
2: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 24 h / 50 °C / 2068.65 Torr
3: sodium hydroxide; water / tetrahydrofuran / 2.5 h
4: acetyl chloride / toluene / 4 h / Reflux
5: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C
6: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr
7: hydrogen / ethyl acetate / 760.05 Torr / Reflux
View Scheme

: 96307-21-0
3-cyano-2,5-dihydrothiophene-4-carboxylic acid methyl ester

: 56-25-7
cantharidin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogenchloride; water; acetic acid / Reflux 2.1: thionyl chloride / Reflux 3.1: 1-butyl-3-methylimidazolium Tetrafluoroborate / 19 h / 50 °C 3.2: Raney-Ni / 4 h / Reflux View Scheme

: 7400-45-5
dimethyl-3-thiaadipate

: 56-25-7
cantharidin

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: methanol; lithium / 7 h / 20 °C / Inert atmosphere; Reflux 2: hydrogenchloride / water / pH Ca. 5 3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -30 - -20 °C / Inert atmosphere 4: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 24 h / 50 °C / 2068.65 Torr 5: sodium hydroxide; water / tetrahydrofuran / 2.5 h 6: acetyl chloride / toluene / 4 h / Reflux 7: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C 8: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr 9: hydrogen / ethyl acetate / 760.05 Torr / Reflux View Scheme

Yield

Multi-step reaction with 9 steps
1: methanol; lithium / 7 h / 20 °C / Inert atmosphere; Reflux
2: hydrogenchloride / water / pH Ca. 5
3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -30 - -20 °C / Inert atmosphere
4: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 24 h / 50 °C / 2068.65 Torr
5: sodium hydroxide; water / tetrahydrofuran / 2.5 h
6: acetyl chloride / toluene / 4 h / Reflux
7: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C
8: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr
9: hydrogen / ethyl acetate / 760.05 Torr / Reflux
View Scheme

: C6H7O3S(1-)*Li(1+)

: 56-25-7
cantharidin

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: hydrogenchloride / water / pH Ca. 5 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -30 - -20 °C / Inert atmosphere 3: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 24 h / 50 °C / 2068.65 Torr 4: sodium hydroxide; water / tetrahydrofuran / 2.5 h 5: acetyl chloride / toluene / 4 h / Reflux 6: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C 7: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr 8: hydrogen / ethyl acetate / 760.05 Torr / Reflux View Scheme

Yield

Multi-step reaction with 8 steps
1: hydrogenchloride / water / pH Ca. 5
2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -30 - -20 °C / Inert atmosphere
3: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 24 h / 50 °C / 2068.65 Torr
4: sodium hydroxide; water / tetrahydrofuran / 2.5 h
5: acetyl chloride / toluene / 4 h / Reflux
6: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C
7: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr
8: hydrogen / ethyl acetate / 760.05 Torr / Reflux
View Scheme

: 170945-21-8
methyl 4-{[(trifluoromethyl)sulfonyl]oxy}-2,5-dihydrothiophene-3-carboxylate

: 56-25-7
cantharidin

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 24 h / 50 °C / 2068.65 Torr 2: sodium hydroxide; water / tetrahydrofuran / 2.5 h 3: acetyl chloride / toluene / 4 h / Reflux 4: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C 5: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr 6: hydrogen / ethyl acetate / 760.05 Torr / Reflux View Scheme

Yield

Multi-step reaction with 6 steps
1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 24 h / 50 °C / 2068.65 Torr
2: sodium hydroxide; water / tetrahydrofuran / 2.5 h
3: acetyl chloride / toluene / 4 h / Reflux
4: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C
5: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr
6: hydrogen / ethyl acetate / 760.05 Torr / Reflux
View Scheme

: 20946-32-1
3,4-dimethyl 2,5-dihydrothiophene-3,4-dicarboxylate

: 56-25-7
cantharidin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: sodium hydroxide; water / tetrahydrofuran / 2.5 h 2: acetyl chloride / toluene / 4 h / Reflux 3: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C 4: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr 5: hydrogen / ethyl acetate / 760.05 Torr / Reflux View Scheme

: 20688-07-7
2,2,4,4-tetrahydrothiophene-3,4-dicarboxylic acid

: 56-25-7
cantharidin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: acetyl chloride / toluene / 4 h / Reflux 2: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C 3: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr 4: hydrogen / ethyl acetate / 760.05 Torr / Reflux View Scheme

: 75532-25-1
2,2,4,4-tetrahydrothiophene-3,4-dicarboxylic acid anhydride

: 56-25-7
cantharidin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1-methyl-pyrrolidin-2-one / 48 h / 45 °C 2: hydrogen; 20 mol% Pd/C / ethyl acetate / 760.05 Torr 3: hydrogen / ethyl acetate / 760.05 Torr / Reflux View Scheme

: 765-30-0
Cyclopropylamine

: 56-25-7
cantharidin

: (1S,2R,6S,7R)-4-Cyclopropyl-2,6-dimethyl-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	96%

: 74-89-5
methylamine

: 56-25-7
cantharidin

: 7-oxabicyclo<2.2.1>heptane-2,3-dimethyl-2,3-dicarboxylic acid methylimide

Conditions

Conditions	Yield
In water 1.) reflux, 4 h, 2.) 200 deg C, 1 h;	93%

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: 56-25-7
cantharidin

: (1R,2S,6R,7S)-4-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2,6-dimethyl-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	93%

: 608-07-1
2-(5-methoxyindol-3-yl)ethylamine

: 56-25-7
cantharidin

: (1R,2S,6R,7S)-4-[2-(5-Methoxy-1H-indol-3-yl)-ethyl]-2,6-dimethyl-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	92%

: 13650-49-2
Nδ-(tert-butoxycarbonyl)-L-ornithine

: 56-25-7
cantharidin

: 849355-19-7
(S)-5-tert-Butoxycarbonylamino-2-((1S,2R,6S,7R)-2,6-dimethyl-3,5-dioxo-10-oxa-4-aza-tricyclo[5.2.1.02,6]dec-4-yl)-pentanoic acid

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 48h;	92%

: 56-25-7
cantharidin

: 76970-77-9
7-oxabicyclo<2.2.1>heptane-2,3-dimethyl-2,3-dicarboxylic acid imide

Conditions

Conditions	Yield
With ammonium hydroxide at 180℃; for 2h;	91%
With ammonium hydroxide 1.) reflux, 2 h, 2.) 200 deg C, 1 h;	66%
(i) aq. NH3, (ii) (heating); Multistep reaction;
With ammonia

: 17467-15-1
2-amino-4-phenyl-1,3,5-thiadiazole

: 56-25-7
cantharidin

: N-[5-(3-phenyl-1,2,4-thiadiazolyl)]cantharidinimide

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	91%

: 107-11-9
1-amino-2-propene

: 56-25-7
cantharidin

: (1R,2S,6R,7S)-4-Allyl-2,6-dimethyl-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	90%

: 7305-71-7
5-methyl-2-thiazol-2-amine

: 56-25-7
cantharidin

: N-[2-(5-methylthiazolyl)]cantharidinimide

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	89%

: 110-60-1
1,4-diaminobutane

: 56-25-7
cantharidin

: bis[(1S,2R,3S,6R)-1,2-dimethyl-3,6-epoxycyclohexane-1,2-dicarboximido]-tetramethylene

Conditions

Conditions	Yield
With triethylamine In methanol at 180℃; for 24h;	89%

: 769-92-6
4-tert-Butylaniline

: 56-25-7
cantharidin

: C20H25NO3

Conditions

Conditions	Yield
With acetic acid Sealed tube;	89%

: 51-67-2
tyrosamine

: 56-25-7
cantharidin

: (1R,2S,6R,7S)-4-[2-(4-Hydroxy-phenyl)-ethyl]-2,6-dimethyl-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	88%

: 96-50-4
2-thiazolylamine

: 56-25-7
cantharidin

: N-(2-thiazolyl)cantharidinimide

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	87%

: 1603-91-4
4-methylthiazol-2-ylamine

: 56-25-7
cantharidin

: N-[2-(4-methylthiazolyl)]cantharidinimide

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	86%

: 462-94-2
1,5-diaminopentane

: 56-25-7
cantharidin

: bis[(1S,2R,3S,6R)-1,2-dimethyl-3,6-epoxycyclohexane-1,2-dicarboximido]-pentamethylene

Conditions

Conditions	Yield
With triethylamine In methanol at 180℃; for 24h;	86%

: 109-76-2
Trimethylenediamine

: 56-25-7
cantharidin

: bis[(1S,2R,3S,6R)-1,2-dimethyl-3,6-epoxycyclohexane-1,2-dicarboximido]-trimethylene

Conditions

Conditions	Yield
With triethylamine In methanol at 180℃; for 24h;	85%

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 56-25-7
cantharidin

: (1R,2S,6R,7S)-4-(2-Benzo[1,3]dioxol-5-yl-ethyl)-2,6-dimethyl-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	84%

: 2706-56-1
2-(aminoethyl)pyridine

: 56-25-7
cantharidin

: (1S,2R,6S,7R)-2,6-Dimethyl-4-(2-pyridin-2-yl-ethyl)-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	83%

: 6628-77-9
6-methoxy-pyridin-3-ylamine

: 56-25-7
cantharidin

: N-(6-methoxypyridyl-3)cantharidinimide

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	83%

: 141-43-5
ethanolamine

: 56-25-7
cantharidin

: N-hydroxyethyl exo-2,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide

Conditions

Conditions	Yield
In ethanol at 20℃; for 2.5h; Acylation; Heating;	80.1%

: 16867-03-1
2-amino-3-hydroxypyridine

: 56-25-7
cantharidin

: N-(3-hydroxypyridyl-2)cantharidinimide

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	79%
With triethylamine In toluene at 200℃; for 2h;	52%

: 99-88-7
4-Isopropylaniline

: 56-25-7
cantharidin

: C19H23NO3

Conditions

Conditions	Yield
With acetic acid at 135℃; for 12h; Sealed tube;	79%

: 61-54-1
tryptamine

: 56-25-7
cantharidin

: (1R,2S,6R,7S)-4-[2-(1H-Indol-3-yl)-ethyl]-2,6-dimethyl-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	77%

: 22013-33-8
6-amino-3,4-benzodioxane

: 56-25-7
cantharidin

: 3,4-diethyleneoxyphenylcantharidinimide

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	76%

: 110-60-1
1,4-diaminobutane

: 56-25-7
cantharidin

: (1S,2R,6S,7R)-4-(4-Amino-butyl)-2,6-dimethyl-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	74%

: 1747-60-0
6-methoxybenzothiazol-2-ylamine

: 56-25-7
cantharidin

: 4-(6-methoxy-benzothiazol-2-yl)-2,6-dimethyl-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene at 180℃; for 5h;	73%

: 5407-87-4
2-Amino-4,6-dimethylpyridine

: 56-25-7
cantharidin

: N-(4,6-dimethylpyridyl-2)cantharidinimide

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	72%
With triethylamine In toluene at 200℃; for 2h;	62%

: 121-66-4
2-amino-5-nitro-1,3-thiazole

: 56-25-7
cantharidin

: N-[2-(5-nitrothiazolyl)]cantharidinimide

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	69%

: 56-25-7
cantharidin

: 6-methyl-4-phenyl-benzothiazol-2-ylamine

: N-[2-(4-phenyl-6-methylbenzothiazolyl)]cantharidinimide

Conditions

Conditions	Yield
With triethylamine In toluene at 200℃; for 2h;	69%

Cantharidin Chemical Properties

Product Name: Cantharidin
Synonyms: (2R,6S)-2,6-Dimethyl-4,10-dioxatricyclo[5.2.1.0~2,6~]decan-3,5-dion ; (2R,6S)-2,6-Dimethyl-4,10-dioxatricyclo[5.2.1.0~2,6~]decane-3,5-dione ; (2R,6S)-2,6-Diméthyl-4,10-dioxatricyclo[5.2.1.0~2,6~]décane-3,5-dione ; (3aR,7aS)-3a,7a-Dimethylhexahydro-4,7-epoxy-2-benzofuran-1,3-dione
Molecular Structure of Cantharidin (CAS NO.56-25-7) :
Molecular Formula of Cantharidin (CAS NO.56-25-7) : C₁₀H₁₂O₄
Molecular Weight of Cantharidin (CAS NO.56-25-7) : 196.20
CAS NO: 56-25-7
EINECS: 200-263-3
Product Categories: chiral
Mol File: 56-25-7.mol
Merck : 13,1757
Index of Refraction: 1.547
Surface Tension: 49.2 dyne/cm
Density: 1.362 g/cm³
Flash Point: 146.2 °C
Enthalpy of Vaporization: 56.91 kJ/mol
Boiling Point: 326.9 °C at 760 mmHg
Vapour Pressure: 0.00021 mmHg at 25°C
Melting point 215-217 ºC
Appearance:white to light yellow crystal powder

Cantharidin History

Cantharidin was first isolated by Pierre Robiquet in 1810. It is an odorless and colorless solid at room temperature. It is secreted by the male blister beetle and given to the female during the mating. Afterwards the female beetle will cover its eggs with it as a defense against predators. The complete mechanism of the biosynthesis is currently unknown. If cantharidin is ingested, it severely irritates the urinary tract as it is excreted, causing swelling of the genitalia. This can cause a harmful condition known as priapism in men, where an erection lasts more than about four hours.

Cantharidin Uses

1. Cantharidin (CAS NO.56-25-7) is used in biochemical research, clinically as antineoplastic agents, mainly for primary liver cancer, It is often used in conjunction with other antineoplastic agents.
2. Cantharidin (CAS NO.56-25-7) is used as hydroxycanthayridimide intermediates.

Cantharidin Production

Raw materials Magnesium stearate -->MAGNESIUM TRISILICATE-->Oils, animal, mixed with vegetable oil Me esters, sulfurized -->Pioneer Blue Natural Rubber Latex Gloves, Size 9
Cantharidin (CAS NO.56-25-7) can be extracted from the insect cantharis body,also can be chemically synthesized.

Cantharidin Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	oral	310mg/kg (310mg/kg)		"Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
chicken	LDLo	subcutaneous	75mg/kg (75mg/kg)		"Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
dog	LDLo	oral	50mg/kg (50mg/kg)		"Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
frog	LDLo	oral	7273mg/kg (7273mg/kg)		"Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
human	LDLo	oral	428ug/kg (0.428mg/kg)		"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 646, 1969.
mammal (species unspecified)	LD50	intraperitoneal	1710ug/kg (1.71mg/kg)		"Zhongliu Yanjiu" Cancer Review, Yu, R., et al., eds., Shanghai Science/Technology Publisher,Peop. Rep. China, 1994Vol. -, Pg. 183, 1994.
mammal (species unspecified)	LDLo	oral	75mg/kg (75mg/kg)		"Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
mammal (species unspecified)	LDLo	unreported	50mg/kg (50mg/kg)		Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 20, Pg. 135, 1989.
mouse	LD50	intraperitoneal	1mg/kg (1mg/kg)		Journal of Agricultural and Food Chemistry. Vol. 35, Pg. 823, 1987.
pigeon	LDLo	oral	32mg/kg (32mg/kg)		"Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
rabbit	LDLo	oral	20mg/kg (20mg/kg)	CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)	Toxicon. Vol. 23, Pg. 36, 1985.
rabbit	LDLo	subcutaneous	1mg/kg (1mg/kg)		"Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.

Cantharidin Safety Profile

Hazard Codes Very T+T
Risk Statements 28-36/37/38-23/24/25
R28:Very toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements 53-45-36/37/39
S53:Avoid exposure - obtain special instructions before use.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR UN 2811 6.1/PG 1
WGK Germany 3
RTECS RN8575000
HazardClass 6.1(a)
PackingGroup I

Cantharidin Specification

1.General Description: Brown to black powder or plates or scales. Formerly used as a counterirritant and vesicant. Used for the removal of warts. Used as an experimental anti tumor agent. Active ingredient in spanish fly, a reputed aphrodisiac.
2.Reactivity Profile: Organic anhydrides, such as Cantharidin, are incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.
3.Health Hazard :Cantharidin is classified as super toxic. Probable oral lethal dose in humans is less than 5 mg/kg or a taste of less than 7 drops for a 70 kg (150 lb.) person. It is very toxic by absorption through skin.
4.Fire Hazard: When heated to decomposition Cantharidin emits acrid smoke and irritating fumes.

Product Name

Cantharidin

Synthetic route

Cantharidin Chemical Properties

Cantharidin History

Cantharidin Uses

Cantharidin Production

Cantharidin Toxicity Data With Reference

Cantharidin Safety Profile

Cantharidin Specification

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