ChemicalBook > CAS DataBase List > LAPACHOL

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

HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38632
Advantage
58
Alfa Chemistry
Tel
--
Fax
--
Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
Advantage
0
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Thoreau Chem Limited
Tel
--
Fax
--
Email
sales@thoreauchem.com
Country
United States
ProdList
483
Advantage
50
CacheSyn Inc.
Tel
--
Fax
--
Email
info@cachesyn.com
Country
United States
ProdList
695
Advantage
50
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69
American Custom Chemicals Corporation
Tel
--
Fax
--
Email
sales@acccorporation.com
Country
United States
ProdList
6820
Advantage
51
MP Biomedicals, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6561
Advantage
81
ChromaDex
Tel
--
Fax
--
Email
sales@chromadex.com
Country
United States
ProdList
2501
Advantage
76
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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