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| | LAPACHOL Basic information |
| | LAPACHOL Chemical Properties |
| Melting point | 141-143 °C(lit.) | | Boiling point | 325.09°C (rough estimate) | | density | 1.2077 (rough estimate) | | refractive index | 1.5740 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | solubility | ethanol: soluble10mg/mL, clear, light yellow to yellow | | Colour Index | 75490 | | pka | 4.81±0.10(Predicted) | | form | Solid | | color | Yellow to Dark Yellow | | Merck | 13,5382 | | InChIKey | CIEYTVIYYGTCCI-UHFFFAOYSA-N | | LogP | 2.516 (est) | | CAS DataBase Reference | 84-79-7 |
| Hazard Codes | Xn | | Risk Statements | 20/21/22-36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | RTECS | QL8750000 | | Toxicity | LD50 in male, female BALB/c mice (g/kg): 0.487; 0.792 orally (Morrison) |
| | LAPACHOL Usage And Synthesis |
| Description | Lapachol, a benzoquinone, is a secondary allergen in
teak (Tectona grandis).
| | Occurrence | Lapacol (CI Natural Yellow 16; CI 75490) (lapachic acid, taiguie acid, tecomin) is a yellow pigment occurring in the wood of trees of the genus Tecoma, native to the West Indies and tropical South America. The shavings of the wood, treated with lime water, give an extract that dyes cotton yellow. | | Uses | antineoplastic, antifungal | | Uses | It was used in the synthesis of the lapachol metal complexes. | | Uses | Lapachol was used in the synthesis of the lapachol metal complexes. | | Definition | ChEBI: Lapachol is a hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone substituted by hydroxy and 3-methylbut-2-en-1-yl groups at positions 2 and 3, respectively. It is a natural compound that exhibits antibacterial and anticancer properties, first isolated in 1882 from the bark of Tabebuia avellanedae. It has a role as a plant metabolite, an antineoplastic agent, an antibacterial agent and an anti-inflammatory agent. It is a hydroxy-1,4-naphthoquinone and an olefinic compound. | | General Description | Lapachol is natural naphthoquinone compound derived from Bignoniaceae (Tabebuia sp.). | | Biochem/physiol Actions | Lapachol has antimicrobial properties against many pathogens. It has anti-inflammatory, analgesic and antibiotic properties. It is inhibitor of epithelial tumors in Drosophila melanogaster heterozygote. | | Contact allergens | Lapachol, a benzoquinone, is a secondary allergen in teak (Tectona grandis L., Verbenaceae family), a wood largely used for various indoor and outdoor applications (doors, windows, etc.) because of its strong durability. It has similar reactivity to deoxylapachol. Seealso Chap. 46 | | Purification Methods | Crystallise Lapachol from pet ether/EtOH, EtOH or Et2O. [Beilstein 8 H 326, 8 I 644, 8 II 365, 8 III 2720.] |
| | LAPACHOL Preparation Products And Raw materials |
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