Beta-Lapachone

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Names

[ CAS No. ]:
4707-32-8

[ Name ]:
Beta-Lapachone

[Synonym ]:
2H-Naphtho[1,2-b]pyran-5,6-dione, 3,4-dihydro-2,2-dimethyl-
3,4-Dihydro-2,2-dimethyl-2H-naphtho(1,2-b)pyran-5,6-dione
Beta-Lapachone
3,4-Dihydro-2,2-dimethyl-2H-naphtho[2,3-b]pyran-5,10-dione
β-lapachone
3,4-dihydro-2,2-dimethyl-2H-naphthol[1,2-b]-pyran-5,6-dione
2,2-Dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione
2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione
ARQ-501
CO-501

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
381.4±42.0 °C at 760 mmHg

[ Melting Point ]:
>110ºC (dec.)

[ Molecular Formula ]:
C15H14O3

[ Molecular Weight ]:
242.270

[ Flash Point ]:
169.7±27.9 °C

[ Exact Mass ]:
242.094299

[ PSA ]:
43.37000

[ LogP ]:
2.82

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.595

[ Storage condition ]:
-20?C Freezer

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QL6127400
CHEMICAL NAME :
2H-Naphtho(1,2-b)pyran-5,6-dione, 3,4-dihydro-2,2-dimethyl-
CAS REGISTRY NUMBER :
4707-32-8
BEILSTEIN REFERENCE NO. :
0181499
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C15-H14-O3
MOLECULAR WEIGHT :
242.29

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
1 umol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 288,263,1993

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
QL6127400

[ HS Code ]:
2914399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Lapachol
  • Naphth[2,​3-​b]​oxirene-​2,​7-​dione, 1a,​7a-​dihydro-​1a-​(3-​methyl-​2-​buten-​1-​yl)​
  • Dihydrolapachenole
  • Formaldehyde
  • 2-Hydroxy-1,4-naphoquinone
  • Isobutylene
  • 3-Methyl-2-butenal
  • 4-Methoxy-1-naphthol
  • 6-METHOXY-2,2-DIMETHYL-2H-BENZO[H]CHROMENE

DownStream

  • 3-(3-chloro-3-methylbutyl)-4-hydroxynaphthalene-1,2-dione
  • 5-hydroxyisobenzofuran-1,3-dione
  • 2-(2-carboxylatoacetyl)benzoate
  • Phthalic acid
  • 1,4-Naphthalenedione,2-hydroxy-3-(3-hydroxy-3-methylbutyl)-
  • 3,4-Dehydro-β-lapachone
  • 2,2-Dimethyl-3,4-dihydro-2H-benzo[h]chromene
  • 5,6-dihydro-7,7-dimethyl-7H-pyrano[3',2':4]naphtha[1,2-b]pyrazine
  • alpha-Lapachone

Customs

[ HS Code ]: 2914399090

[ Summary ]:
2914399090. other aromatic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

Articles

Light effect on the stability of β-lapachone in solution: pathways and kinetics of degradation.

J. Pharm. Pharmacol. 63(9) , 1156-60, (2011)

The purpose of this work was to study the chemical stability of the new antitumoral β-lapachone (βLAP) to determine the degradation pathway/s of the molecule and the degradation kinetics in addition t...

Temperature-sensitive gels for intratumoral delivery of β-lapachone: effect of cyclodextrins and ethanol.

ScientificWorldJournal 2012 , 126723, (2012)

This work evaluated the potential of Pluronics (varieties F127 and P123) in combination with solubilizing agents to be used as syringeable in situ gelling depots of intratumoral β-lapachone (βLAP). Pl...

Ultrastructural analysis of β-lapachone-induced surface membrane damage in male adult Schistosoma mansoni BH strain worms.

Exp. Parasitol. 142 , 83-90, (2014)

The present study provides, for the first time, conclusions on the in vitro schistosomicidal properties of β-lap. Adult male Schistosoma mansoni worms of the BH strain were used for the study. Motilit...


More Articles

Related Compounds

  • 3-allyl-beta-lapachone
  • beta-Estradiol 17-hemisuccinate
  • beta-D-Arabinopyranose (9CI)
  • BETA-NADP-DIALDEHYDE SODIUM SALT
  • beta-(4-azidophenyl)adenylyl-(3'-5')-uridine 5'-diphosphate
  • beta-D-lyxo-Hexopyranose, 2-amino-1,6-anhydro-2,4-dideoxy- (9CI)
  • N-(1-(1,1-dioxidotetrahydrothiophen-3-yl)piperidin-4-yl)-4-(trifluoromethyl)benzenesulfonamide
  • methyl (4-(N-(1-(1,1-dioxidotetrahydrothiophen-3-yl)piperidin-4-yl)sulfamoyl)phenyl)carbamate
  • N-(1-(1,1-dioxidotetrahydrothiophen-3-yl)piperidin-4-yl)-4-(2-methyloxazol-4-yl)benzenesulfonamide
  • methyl 3-(N-(1-(1,1-dioxidotetrahydrothiophen-3-yl)piperidin-4-yl)sulfamoyl)-4-methoxybenzoate
  • 5-[3-(Pyridin-2-yloxy)-8-azabicyclo[3.2.1]octane-8-carbonyl]piperidin-2-one
  • N-(piperidin-4-yl)aminosulfonamide hydrochloride
  • 1-(4-(2-Fluoroethyl)piperazin-1-yl)ethanone
  • 5-((1R,5S)-3-(2H-1,2,3-triazol-2-yl)-8-azabicyclo[3.2.1]octane-8-carbonyl)-4-methoxy-1-phenylpyridin-2(1H)-one
  • Ethyl ((4-cyclohexylthiazol-2-yl)methyl)carbamate
  • 4-((3,4-dihydroquinolin-1(2H)-yl)methyl)-5-methylisoxazole
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