Cantharidin (56-25-7),Cantharidin (56-25-7) Manufacturers & Suppliers,Synthesis,MSDS

Basic information

Name:
4,7-Epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-, (3aR,4S,7R,7aS)-rel-
Superlist Name:
Cantharidin
CAS No.:
56-25-7
Molecular Structure:
Formula:
C₁₀H₁₂O₄
Molecular Weight:
196.22
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;
EINECS:
200-263-3
Density:
1.362 g/cm³
Melting Point:
215-217 °C(lit.)
Boiling Point:
326.869 °C at 760 mmHg
Flash Point:
146.137 °C
Appearance:
white to light yellow crystal powder
Hazard Symbols:
T, T+
Risk Codes:
28-36/37/38-38-37-36-23/24/25
Safety Description:
53-45-36/37/39 Details
Transport Information:
UN 2811 6.1/PG 1

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Chemistry

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

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.

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.

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.

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.

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

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.