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Cantharidin

Cantharidin Structure
CAS No.
56-25-7
Chemical Name:
Cantharidin
Synonyms
Cantharone;cantharides;Canthari;7aalpha)-t;Antharidin;Kantaridin;CANTHARIDIN;Kantharidin;7aalpha)-bet;Cantharidine
CBNumber:
CB0710248
Molecular Formula:
C10H12O4
Molecular Weight:
196.2
MOL File:
56-25-7.mol
Modify Date:
2024/3/14 15:18:25

Cantharidin Properties

Melting point 215-217 °C (lit.)
Boiling point 253.08°C (rough estimate)
Density 1.0357 (rough estimate)
refractive index 1.4699 (estimate)
storage temp. 2-8°C
solubility Soluble in DMSO (25 mg/ml warm), acetone (8 mg/ml), ethanol (8 mg/ml warm), chloroform (1:65), ether (1:560), and ethyl acetate (1:150).
form solution
color white
Water Solubility 30mg/L(20 ºC)
Merck 14,1752
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 weeks.
InChIKey DHZBEENLJMYSHQ-XCVPVQRUSA-N
LogP -0.409 (est)
CAS DataBase Reference 56-25-7(CAS DataBase Reference)
IARC 3 (Vol. 10, Sup 7) 1987
NIST Chemistry Reference Cantharidin(56-25-7)
EPA Substance Registry System Cantharidin (56-25-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H300-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P310-P302+P352-P305+P351+P338
Hazard Codes  T+,T
Risk Statements  28-36/37/38-38-37-36-23/24/25
Safety Statements  53-45-36/37/39
RIDADR  UN 2811 6.1/PG 1
WGK Germany  3
RTECS  RN8575000
TSCA  Yes
HazardClass  6.1(a)
PackingGroup  I
HS Code  29329990
NFPA 704
0
4 0

Cantharidin price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C7632 Cantharidin 56-25-7 25MG ₹9417.75 2022-06-14 Buy
Sigma-Aldrich(India) SML1537 Cantharidin Ready Made Solution 0.1?mg/mL in DMSO 56-25-7 1ML ₹3165.4 2022-06-14 Buy
Sigma-Aldrich(India) C7632 Cantharidin 56-25-7 100MG ₹25298.03 2022-06-14 Buy
Sigma-Aldrich(India) C7632 Cantharidin 56-25-7 500MG ₹84077.78 2022-06-14 Buy
TCI Chemicals (India) C0019 Cantharidin min. 98.0 % 56-25-7 25MG ₹4100 2022-05-26 Buy
Product number Packaging Price Buy
C7632 25MG ₹9417.75 Buy
SML1537 1ML ₹3165.4 Buy
C7632 100MG ₹25298.03 Buy
C7632 500MG ₹84077.78 Buy
C0019 25MG ₹4100 Buy

Cantharidin Chemical Properties,Uses,Production

Chemical Properties

Cantharidin is a brown to black powder.

Uses

Cantharidin is a natural toxin produced by blister beetles that moderately inhibits protein phosphatases 1 (PP1) (IC50 = 1.7 μM) and PP2A (IC50 = 0.2 μM) and only weakly inhibits the activity of PP2B (IC50 = 1 mM). It has been shown to stimulate cell cycle progression and induce premature mitosis, used topically (0.7%) as an anti-wart treatment, and has been shown to be active in cervical, tongue, neuroblastoma, bone, leukemia, ovarian, colon, and various other cancer cell lines.

Definition

ChEBI: A monoterpenoid with an epoxy-bridged cyclic dicarboxylic anhydride structure secreted by many species of blister beetle, and most notably by the Spanish fly, Lytta vesicatoria. Natural toxin inhibitor of protein phosphatases 1 and 2A.

Indications

Cantharidin, from the beetle Cantharis vesicatoria, causes intraepidermal vesiculation and is used in the treatment of warts and other benign cutaneous lesions. Cantharidin is extremely toxic if taken internally; it should not be prescribed for at-home use.
Cantharidin (Cantharone), a mitochondrial poison derived from the blister beetle Cantharis vesicatoria, leads to changes in cell membranes, epidermal cell dyshesion, acantholysis, and blister formation and is also useful. Cantharidin can be compounded with salicylic acid and podophyllin resin; occlusion for only 2 hours is needed with this combination. Thick hyperkeratotic lesions should be pared down before painting. The lesion should then be painted with cantharidin, allowed to dry, and covered with Blenderm or other nonporous occlusive tape; 40% salicylic acid plaster may be used to achieve greater activity. The tape is left on for 24 hours or until the area begins to hurt. A blister, often hemorrhagic, will form, break, crust, and fall off in 7 to 14 days; at this time, the lesion is pared down, and any wart remnants are retreated. Because the effect of cantharidin is entirely intraepidermal, no scarring ensues. Ring-like or "donut configuration" recurrences may be seen occasionally after treatment with cantharidin or, at times, following liquid nitrogen therapy. Owing to this agent’s toxicity, application by a physician is recommended. Verrusol, which contains 30% salicylic acid, 5% podophyllin, and 1% cantharidin, may be used in the same manner.

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.

Reactivity Profile

Organic anhydrides, such as Cantharidin, are incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.

Hazard

Extremely toxic; questionable carcinogen; powerful irritant to all cells and tissues; deadly poi- son; respiratory failure; death.

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.

Fire Hazard

When heated to decomposition Cantharidin emits acrid smoke and irritating fumes.

Biological Activity

Natural toxin inhibitor of protein phosphatases 1 and 2A (K i values are 1.1 and 0.19 μ M respectively); similar to okadaic acid (9,10-Deepithio-9,10-didehydroacanthifolicin ). Displays > 500-fold selectivity over PP2B.

Potential Exposure

Formerly used as a counterirritant and vesicant. Also used for the removal of benign epithelial growths, e.g., warts. Used as an experimental antitumor agent. The active ingredient in “Spanish fly,” a reputed aphrodisia

Shipping

Cantharidin is not specifically listed in the DOT Performance-Oriented Packaging Standards with respect to labeling requirements or restrictions on shipping quantities.

Waste Disposal

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste drugs and pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged, and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.

Global( 238)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Biopharmacule Speciality Chemicals P Ltd (India) +91 40 6462 1866 Hyderabad, India 526 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Hebei Mojin Biotechnology Co., Ltd +8613288715578 China 12450 58 Inquiry
Hangzhou ICH Biofarm Co., Ltd +86-0571-28186870; +undefined8613073685410 China 988 58 Inquiry
Capot Chemical Co.,Ltd. 571-85586718 +8613336195806 China 29798 60 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21668 55 Inquiry
ATK CHEMICAL COMPANY LIMITED +undefined-21-51877795 China 32760 60 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29894 58 Inquiry
Chengdu Biopurify Phytochemicals Ltd. +8618080483897 China 3777 58 Inquiry
(1r,2s,3r,6s)-1,2-dimethyl-3,6-epoxycyclohexane-1,2-dicarboxylic anhydride CANTHARIDIN dimethyl-3,6-epoxyperhydrophthalic anhydride HEXAHYDRO-3A,7A-DIMETHYL-4,7-EPOXYISOBENZO-FURAN-1,3-DIONE 4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3a-alpha,4-beta 4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7 4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7be 7aalpha)-bet 7aalpha)-t 7-Epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3a.alpha.,4.beta.,7.beta.,7a.alpha.)-4 7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride, 2,3-dimethyl- Cantharides camphor 4,7-EPOXYISOBENZOFURAN-1,3-DIONE,HEXAHYDRO-3A,7A-DIMETHYL-, (3A,4,7,7A)- (3A-ALPHA,4B,7B,7A-ALPHA)-HEXAHYDRO-3A,7A-DIMETHYL-4,7-EPOXYISOBENZOFURAN-1,3-DIONE (3AA,4B,7B,7AA)-HEXAHYDRO-3A,7A-DIMETHYL-4,7-EPOXYISOBENZOFURAN-1,3-DIONE 3a,7a-Dimethylhexahydro-4,7-epoxyisobenzofuran-1,3-dione 7a-Dimethylhexahydro-3a,4,7-epoxyisobenzofuran Hexahydro-3α,7α-dimethyl-4β,7β-epoxyisobenzofuran-1,3-dione 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl-, (3aR,4S,7R,7aS)-rel- CANTHARIDIN(RG) 3a,7a-Dimethylhexahydro-4,7-epoxyisobenzofuran-1,3-dione, 7a-Dimethylhexahydro-3a,4,7-epoxyisobenzofuran, Cantharidine, Hexahydro-3a,7a-dimethyl-4,7-epoxyisobenzofuran-1,3-dione CANTHARIDIN \ INHIBITOR OF PHOSPHATASES CANTHARIDIN:4,7-EPOXYISOBENZOFURAN-1,3-DIONE,HEXAHYDRO-3A,7A- DIMETHYL-, (3A,4,7,7A)-, Cantharidin ,98% 3a,4,5,6,7,7a-Hexahydro-3aα,7aα-dimethyl-4β,7β-epoxyisobenzofuran-1,3-dione 7a-Dimethylhexahydro-3a,4,7-epoxyisobenzofuran Cantharidine Canthari (3aα,4β,7β,7aα)-Hexahydro-3a,7a-dimethyl-4,7-epoxyisobenzofuran-1,3-dione Cantharidic acid anhydride Ban cantharidin Cantharidin Dimethyl-3,6-epoxyperhydrophthalic anhydride Lactone of cantharidic acid Antharidin ,7-beta,7a-alpha) 1,2-Dimethyl-3,6-epoxyperhydrophthalic anhydride 1,2-dimethyl-3,6-epoxyperhydrophthalicanhydride 2,3-Dimethyl-7-oxabicyclo(2.2.1)heptane-2,3-dicarboxylic anhydride 2,3-dimethyl-7-oxabicyclo(2.2.1)heptane-2,3-dicarboxylicanhydride 2,3-dimethyl-7-oxabicyclo(2.2.1)heptane-3-dicarboxylicanhydride 2,3-Dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylicacidanhydride 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl- 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl-, (3aalpha,4beta,7beta,7aalpha)- cantharidescamphor Cantharidine exo-1,2-cis-Dimethyl-3,6-epoxyhexahydrophthalic anhydride exo-1,2-cis-dimethyl-3,6-epoxyhexahydrophthalicanhydride Hexahydro-3,7-dimethyl-4,7-epoxyisobenzofura hexahydro-3aalpha,7aalpha-dimethyl-4beta,7beta-epoxyisobenzofuran-1,3-dione Kantaridin Kantharidin (3aR,4S,7R,7aS)-3a,7a-dimethylhexahydro-4,7-epoxyisobenzofuran-1,3-dione Cantharidin, 98%, from Lytta vesicatoria Cantharidin Ready Made Solution rel-(3aR,4S,7R,7aS)-Hexahydro-3a,7a-dimethyl-4,7-epoxyisobenzofuran-1,3-dione Cantharidin USP/EP/BP cantharides Cantharone Cantharidin (6CI, 7CI)