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LAPACHOL

Product Name
LAPACHOL
CAS No.
84-79-7
Chemical Name
LAPACHOL
Synonyms
Tecomin;CI 75490;LAPACHOL;NSC 11905;nsc-11905;taiguwood;Taigu Wood;Greenharten;Greenhartin;Groenhartin
CBNumber
CB1339480
Molecular Formula
C15H14O3
Formula Weight
242.27
MOL File
84-79-7.mol
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LAPACHOL Property

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
pka
4.81±0.10(Predicted)
form 
Solid
Colour Index 
75490
color 
Yellow to Dark Yellow
Merck 
13,5382
InChIKey
CIEYTVIYYGTCCI-UHFFFAOYSA-N
LogP
2.516 (est)
CAS DataBase Reference
84-79-7
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89521
Product name
Lapachol
Purity
phyproof? Reference Substance
Packaging
20mg
Price
$288
Updated
2024/03/01
Sigma-Aldrich
Product number
142905
Product name
Lapachol
Purity
98%
Packaging
250mg
Price
$108
Updated
2024/03/01
Cayman Chemical
Product number
30190
Product name
Lapachol
Packaging
250mg
Price
$66
Updated
2024/03/01
Cayman Chemical
Product number
30190
Product name
Lapachol
Packaging
500mg
Price
$120
Updated
2024/03/01
Cayman Chemical
Product number
30190
Product name
Lapachol
Packaging
100mg
Price
$36
Updated
2024/03/01
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LAPACHOL Chemical Properties,Usage,Production

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

Lapachol was used in the synthesis of the lapachol metal complexes.

Uses

antineoplastic, antifungal

Uses

It 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.).

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

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.

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

Raw materials

Preparation Products

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LAPACHOL Suppliers

Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
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View Lastest Price from LAPACHOL manufacturers

Career Henan Chemical Co
Product
LAPACHOL 84-79-7
Price
US $1.00/kg
Min. Order
1g
Purity
99%
Supply Ability
100KG
Release date
2018-12-24

84-79-7, LAPACHOLRelated Search:


  • LAPACHOL
  • CI 75490
  • NATURAL YELLOW 16
  • 2-HYDROXY-3-(3-METHYL-2-BUTENYL)-1,4-NAPHTHOQUINONE
  • 2-HYDROXY-3-(3-METHYLBUT-2-ENYL)-1,4-NAPHTHOQUINONE
  • 1,4-Naphthoquinone, 2-hydroxy-3-(3-methyl-2-butenyl)-
  • 2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione
  • 2-hydroxy-3-(3-methyl-2-butenyl)-4-naphthoquinone
  • 2-Hydroxy-3-(3-methyl-2-butenyl)naphthoquinone
  • Bethabarra Wood
  • bethabarrawood
  • C.I. Natural Yellow 16
  • 1,4-Naphthalenedione,2-hydroxy-3-(3-methyl-2-buten-1-yl)-
  • c.i.naturalyellow16
  • Greenharten
  • Greenhartin
  • Ipe-Tobacco Wood
  • ipe-tobaccowood
  • Lapachic acid
  • lapachicacid
  • Lapachol Wood
  • Lapachol,CI 75490
  • lapacholwood
  • NSC 11905
  • nsc-11905
  • Surinam Greenheart Wood
  • surinamgreenheartwood
  • Groenhartin
  • Lapachoic acid
  • 2-hydroxy-3-(3-Methylbut-2-en-1-yl)naphthalene-1,4-dione
  • 2-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,4-dione
  • Lapachol 98%
  • Lapachol, >=99%
  • Taigu Wood
  • Taiguic acid
  • taiguicacid
  • taiguwood
  • Tecomin
  • Zlut prirodni 16
  • 2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone, Natural Yellow16
  • Taiquic acid
  • 4-hydroxy-3-(3-methylbut-2-enyl)-1,2-naphthoquinone
  • 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione
  • LAPACHOL ISO 9001:2015 REACH
  • LAPACHOL(RG) 10mg
  • Lapachol-RM
  • 84-79-7
  • Ketones
  • Organic Building Blocks
  • C15 to C38
  • Carbonyl Compounds
  • Building Blocks
  • Building Blocks
  • C15 to C38
  • Carbonyl Compounds
  • Chemical Synthesis
  • Ketones
  • Organic Building Blocks