Endothall anhydride supplier | CasNO.29745-04-8

Name
EXO-7-OXABICYCLO[2.2.1]HEPTANE-2,3-DICARBOXYLIC ANHYDRIDE
EINECS -0
CAS No. 29745-04-8
Article Data52
CAS DataBase
Density 1.468 g/cm³
Solubility Hydrolyzes in water.
Melting Point 114-116 °C
Formula C₈H₈O₄
Boiling Point 362.464 °C at 760 mmHg
Molecular Weight 168.149
Flash Point 167.017 °C
Transport Information
Appearance solid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms Endothall anhydride;Norcantharidin;7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride;4,10-Dioxatricyclo[5.2.1.0(2,6)]decane-3,5-dione;4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-, (3a-alpha,4-beta,7-beta,7a-alpha)-;
PSA 52.60000
LogP -0.13660

Synthetic route

: 6118-51-0
exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride

: 29745-04-8
norcantharidin

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal; water In tetrahydrofuran Ambient temperature;	100%
With hydrogen; palladium on activated charcoal In tetrahydrofuran at 23℃;	100%
With hydrogen; palladium on activated charcoal In tetrahydrofuran at 20℃; for 4h;	100%

: 110-00-9
furan

: 108-31-6
maleic anhydride

: 29745-04-8
norcantharidin

Conditions

Conditions	Yield
In toluene at 80℃; for 6h;	87%
With hydrogen; palladium Multistep reaction;
Stage #1: furan; maleic anhydride In diethyl ether at 20℃; for 24h; Diels-Alder addition; Stage #2: With hydrogen; palladium on activated charcoal under 3040.2 Torr; for 72h; Further stages.;

: 28874-46-6
endothall

: 29745-04-8
norcantharidin

Conditions

Conditions	Yield
Erhitzen unter vermindertem Druck;
With acetyl chloride for 1.5h; Heating;
durch Sublimation unter vermindertem Druck;

exo-cis-3.6-oxido-Δ4-tetrahydrophthalic acid-anhydride: exo-cis-3.6-oxido-Δ4-tetrahydrophthalic acid-anhydride

: 29745-04-8
norcantharidin

Conditions

Conditions	Yield
With colloid; sodium carbonate; palladium Hydrogenation;

: 14920-89-9
2,3-dimethylfuran

: 108-31-6
maleic anhydride

: 29745-04-8
norcantharidin

Conditions

Conditions	Yield
palladium-carbon In dichloromethane; ethyl acetate
palladium-carbon In dichloromethane; ethyl acetate	1.69 g (8.61 mmol, 84%)

: 5426-09-5, 6118-51-0, 6766-44-5
4,10-dioxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

: 29745-04-8
norcantharidin

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethyl acetate; acetone under 2585.81 Torr; for 16h;	7.2 g

: 33966-50-6
SEC-BUTYLAMINE

: 29745-04-8
norcantharidin

: C12H17NO3

Conditions

Conditions	Yield
With triethylamine In toluene for 36h; Heating;	98%

: 67-56-1
methanol

: 29745-04-8
norcantharidin

: 130464-52-7
(1S,2R,3S,4R)-3-(methoxycarbonyl)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid

Conditions

Conditions	Yield
With C28H27F6N3O3S In tetrahydrofuran at 25℃; for 26h; Inert atmosphere;	98%
With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2R)-3-(tert-butyldimethylsilyloxy)-2-(dimethylamino)-1-(4-nitrophenyl)propyl)thiourea In tert-butyl methyl ether at 20℃; for 96h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	88%
With C26H34F6N4O3SSi In tert-butyl methyl ether at 20℃; for 48h; Inert atmosphere; enantioselective reaction;	85%

: 6640-24-0
N-(m-chlorophenyl)piperazine

: 29745-04-8
norcantharidin

: (7-oxabicyclo[2.2.1]heptane-2,3-diyl)bis(4-(3-chlorophenyl)piperazin-1-yl)methanone

Conditions

Conditions	Yield
Stage #1: N-(m-chlorophenyl)piperazine; norcantharidin With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere; Stage #2: With diisopropyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; Cooling with ice;	98%

: 29745-04-8
norcantharidin

: Endothal tioanhydride

Conditions

Conditions	Yield
With sodium sulfide; cetyltrimethylammonim bromide In dichloromethane; water	97%

: 71-00-1
L-histidine

: 29745-04-8
norcantharidin

: L-histidine norcantharimide

Conditions

Conditions	Yield
In ethanol; water for 48h; Reflux;	97%

: 75853-18-8
(2,3-difluoro-phenyl)-methanol

: 29745-04-8
norcantharidin

: C15H14F2O5

Conditions

Conditions	Yield
With dmap In dichloromethane at 60℃; for 14h; Sealed tube; Inert atmosphere;	97%

: 109-01-3
1-methyl-piperazine

: 29745-04-8
norcantharidin

: 3-(4-methylpiperazine-1-carbonyl)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid

Conditions

Conditions	Yield
at 85.1 - 97.1℃; for 21h; Temperature; Inert atmosphere; Large scale;	95.4%
In tetrahydrofuran at 20℃;

: 67-56-1
methanol

: 29745-04-8
norcantharidin

: 57105-58-5, 79315-91-6, 104485-83-8, 104485-84-9, 112918-08-8, 121423-53-8, 130464-50-5, 130464-52-7, 135029-26-4
7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid monomethyl ester

Conditions

Conditions	Yield
for 18h; Heating;	95.1%
for 3.5h; Reflux;	95%
for 3.5h; Reflux;	95%
Heating;

: 351-50-8
D-histidin

: 29745-04-8
norcantharidin

: D-histidine norcantharimide

Conditions

Conditions	Yield
In ethanol; water for 48h; Reflux;	95%

: 330-94-9
4-(4-fluorophenyl)thiosemicarbazide

: 29745-04-8
norcantharidin

: 1-(1,3-dioxooctahydro-2H-4,7-epoxyisoindol-2-yl)-3-(4-fluorophenyl)thiourea

Conditions

Conditions	Yield
In chloroform for 1h; Reflux;	95%

: 105981-34-8
1-(4-aminobutyl)-4-(1,2-benzisothiazol-3-yl)piperazine

: 29745-04-8
norcantharidin

: (1R,2S,6R,7S)-4-[4-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-butyl]-10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3,5-dione

Conditions

Conditions	Yield
With pyridine for 4.5h; Heating;	94.8%

: 78-81-9
isobutylamine

: 29745-04-8
norcantharidin

: N2-isobutyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxamide

Conditions

Conditions	Yield
Stage #1: isobutylamine; norcantharidin With dmap In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: With ammonia; diisopropyl-carbodiimide In dichloromethane at -34 - 20℃; for 4h; Inert atmosphere; Cooling with ice;	94%

: 109-73-9
N-butylamine

: 29745-04-8
norcantharidin

: 91645-06-6
N-butyl-7-oxabicyclo(2.2.1)heptane-2,3-dicarboximide

Conditions

Conditions	Yield
With triethylamine In toluene for 36h; Heating;	93%
(i), (ii) (heating); Multistep reaction;

: 94-09-7
p-aminoethylbenzoate

: 29745-04-8
norcantharidin

: (1S,2R,3S,4R)-3-(4-Ethoxycarbonyl-phenylcarbamoyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 48h;	93%

: 13431-34-0
N-ethylthiosemicarbazide

: 29745-04-8
norcantharidin

: 1-(1,3-dioxooctahydro-2H-4,7-epoxyisoindol-2-yl)-3-ethylthiourea

Conditions

Conditions	Yield
In chloroform for 1h; Reflux;	93%

: 100-46-9
benzylamine

: 29745-04-8
norcantharidin

: 7802-31-5
cis-4-benzyl-10-oxa-4-azatricyclo<5.2.1.0>decane-3,5-dione

Conditions

Conditions	Yield
With triethylamine In toluene for 36h; Heating;	91%
(i), (ii) (heating); Multistep reaction;
With acetyl chloride 1.) THF, 4 h, 2.) reflux, 4 h; Yield given. Multistep reaction;

: 858834-75-0
3-amino-2-methoxypropan-1-ol

: 29745-04-8
norcantharidin

: N-2-methoxypropyl-1-ol-7-oxabicyclo(2.2.1)heptane-2,3-dicarboximide

Conditions

Conditions	Yield
With triethylamine In toluene for 36h; Heating / reflux;	91%

: 78-81-9
isobutylamine

: 29745-04-8
norcantharidin

: C12H17NO3

Conditions

Conditions	Yield
With triethylamine In 5,5-dimethyl-1,3-cyclohexadiene at 20 - 120℃; for 4.5h; Inert atmosphere;	90%

: 110-96-3
diisobutylamine

: 29745-04-8
norcantharidin

: N2,N2-diisobutyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxamide

Conditions

Conditions	Yield
Stage #1: diisobutylamine; norcantharidin With dmap In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: With ammonia; diisopropyl-carbodiimide In dichloromethane at -34 - 20℃; for 4h; Inert atmosphere; Cooling with ice;	90%

: 110-96-3
diisobutylamine

: 78-81-9
isobutylamine

: 29745-04-8
norcantharidin

: N2,N2,N3-triisobutyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxamide

Conditions

Conditions	Yield
Stage #1: diisobutylamine; norcantharidin With dmap In dichloromethane at 20℃; Inert atmosphere; Stage #2: isobutylamine With diisopropyl-carbodiimide In dichloromethane for 5h; Inert atmosphere; Cooling with ice;	90%

...Expand

: 136-95-8
2-amino-benzthiazole

: 29745-04-8
norcantharidin

: 3-(benzo[d]thiazol-2-ylcarbamoyl)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 14h;	89%

: 64-17-5
ethanol

: 29745-04-8
norcantharidin

: 109282-40-8, 115122-59-3
3-(ethoxycarbonyl)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid

Conditions

Conditions	Yield
for 12h; Reflux;	88.9%

: 23708-47-6
1,4-bis(bromomagnesium)butane

: 29745-04-8
norcantharidin

: 82639-67-6
2',6'-exo-spirodioxatricyclo<5.2.1.02,6>decan-3'-one>

Conditions

Conditions	Yield
In tetrahydrofuran for 2h;	88%

: 67-56-1
methanol

: 29745-04-8
norcantharidin

: 104485-83-8
(-)-2-exo-(methoxycarbonyl)-7-oxabicyclo<2.2.1>heptane-3-exo-carboxylic acid

Conditions

Conditions	Yield
With 1,4-bis(dihydroquinidinyl)anthraquinone In diethyl ether at -20℃;	88%
With hydroquinidine (anthraquinone-1,4-diyl) diether In diethyl ether at -20℃; for 120h; optical yield given as %ee; enantioselective reaction;	88 %Spectr.

: 4518-10-9
Methyl 3-aminobenzoate

: 29745-04-8
norcantharidin

: (1S,2R,3S,4R)-3-(3-Methoxycarbonyl-phenylcarbamoyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃;	88%

: 95-76-1
m,p-dichloroaniline

: 29745-04-8
norcantharidin

: 3-((3,4-dichlorophenyl)carbamoyl)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 14h;	88%

: 29745-04-8
norcantharidin

: 28874-46-6
endothall

Conditions

Conditions	Yield
With sodium hydroxide; water for 24h; Ambient temperature;	87%
With potassium hydroxide
With water

: 111-26-2
hexan-1-amine

: 29745-04-8
norcantharidin

: 93760-50-0
2-hexyl-(3at,7at)-hexahydro-4r,7c-epioxido-isoindole-1,3-dione

Conditions

Conditions	Yield
With triethylamine In toluene for 36h; Heating;	87%
(i), (ii) (heating); Multistep reaction;

Endothall anhydride Specification

The CAS register number of Endothall anhydride is 29745-04-8. It also can be called as Norcantharidin and 7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride. The molecular formula about this chemical is C₈H₈O₄and the molecular weight is 168.15. It belongs to the following product categories, such as Norbornene Derivatives; Protein Phosphatase 1 (PP1); Cell Signaling and Neuroscience; Kinase/Phosphatase Biology; Phosphatase InhibitorsSerine/Threonine Kinase Biology; Serine/Threonine Phosphatase Inhibitors and so on. If you want to store this chemical, please keep it in a closed container and store it in a cool, dry place. When you are using it, please avoid contact with oxides and ensure that workplace has good ventilation or exhaust.

Physical properties about Endothall anhydride are: (1)ACD/LogP: -0.97; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 7; (5)ACD/KOC (pH 7.4): 7; (6)#H bond acceptors: 4; (7)Polar Surface Area: 52.6Å²; (8)Index of Refraction: 1.55; (9)Molar Refractivity: 36.47 cm³; (10)Molar Volume: 114.53 cm³; (11)Polarizability: 14.458x10^-24cm³; (12)Surface Tension: 50.117 dyne/cm; (13)Enthalpy of Vaporization: 60.841 kJ/mol; (14)Boiling Point: 362.464 °C at 760 mmHg.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: C1C[C@H]2[C@H]3[C@@H]([C@@H]1O2)C(=O)OC3=O
(2)InChI: InChI=1/C8H8O4/c9-7-5-3-1-2-4(11-3)6(5)8(10)12-7/h3-6H,1-2H2/t3-,4+,5-,6+
(3)InChIKey: JAABVEXCGCXWRR-FBXFSONDBL
(4)Std. InChI: InChI=1S/C8H8O4/c9-7-5-3-1-2-4(11-3)6(5)8(10)12-7/h3-6H,1-2H2/t3-,4+,5-,6+
(5)Std. InChIKey: JAABVEXCGCXWRR-FBXFSONDSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	4mg/kg (4mg/kg)		Journal of Agricultural and Food Chemistry. Vol. 35, Pg. 823, 1987.

Product Name

EXO-7-OXABICYCLO[2.2.1]HEPTANE-2,3-DICARBOXYLIC ANHYDRIDE

Synthetic route

Endothall anhydride Specification

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