1,8-Dihydroxy-4,5-dinitroanthraquinone

Modify Date: 2024-01-03 10:07:15

1,8-Dihydroxy-4,5-dinitroanthraquinone Structure
1,8-Dihydroxy-4,5-dinitroanthraquinone structure
Common Name 1,8-Dihydroxy-4,5-dinitroanthraquinone
CAS Number 81-55-0 Molecular Weight 330.206
Density 1.8±0.1 g/cm3 Boiling Point 669.4±55.0 °C at 760 mmHg
Molecular Formula C14H6N2O8 Melting Point 225 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 280.8±20.0 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of 1,8-Dihydroxy-4,5-dinitroanthraquinone


1,8-Dihydroxy-4,5-dinitroanthraquinone (ARDP0006; DHDNE) is a potent inhibitor of serine proteinase NS2B/3, the dengue viral protein. 1,8-Dihydroxy-4,5-dinitroanthraquinone has intermolecular proteinase activity and viral inhibition ability with IC50s of 432 μM and 4.2 μM, respectively. Meanwhile 1,8-Dihydroxy-4,5-dinitroanthraquinone inhibits NS2B/3 cleavage in BHK-21 cells at a dose ranging from 4.2 μM to 432 μM[1].

 Names

Name 1,8-Dihydroxy-4,5-dinitroanthraquinone
Synonym More Synonyms

 1,8-Dihydroxy-4,5-dinitroanthraquinone Biological Activity

Description 1,8-Dihydroxy-4,5-dinitroanthraquinone (ARDP0006; DHDNE) is a potent inhibitor of serine proteinase NS2B/3, the dengue viral protein. 1,8-Dihydroxy-4,5-dinitroanthraquinone has intermolecular proteinase activity and viral inhibition ability with IC50s of 432 μM and 4.2 μM, respectively. Meanwhile 1,8-Dihydroxy-4,5-dinitroanthraquinone inhibits NS2B/3 cleavage in BHK-21 cells at a dose ranging from 4.2 μM to 432 μM[1].
Related Catalog
In Vitro 1,8-Dihydroxy-4,5-dinitroanthraquinone (50 μM-2 mM;90 分钟) 抑制 NS2B/3 裂解,并在 100 μM 时显着且显着地作用于 BHK-21 细胞[1]。
References

[1]. Constant DA, et al. Targeting intramolecular proteinase NS2B/3 cleavages for trans-dominant inhibition of dengue virus. Proc Natl Acad Sci U S A. 2018 Oct 2;115(40):10136-10141.  

 Chemical & Physical Properties

Density 1.8±0.1 g/cm3
Boiling Point 669.4±55.0 °C at 760 mmHg
Melting Point 225 °C (dec.)(lit.)
Molecular Formula C14H6N2O8
Molecular Weight 330.206
Flash Point 280.8±20.0 °C
Exact Mass 330.012421
PSA 166.24000
LogP 4.94
Vapour Pressure 0.0±2.1 mmHg at 25°C
Index of Refraction 1.782
Stability Stable. Incompatible with strong oxidizing agents.

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CB6700000
CHEMICAL NAME :
Anthraquinone, 1,8-dihydroxy-4,5-dinitro-
CAS REGISTRY NUMBER :
81-55-0
BEILSTEIN REFERENCE NO. :
2182054
LAST UPDATED :
199710
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C14-H6-N2-O8
MOLECULAR WEIGHT :
330.22
WISWESSER LINE NOTATION :
L C666 BVIVJ DQ GNW KNW NQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
180 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
10 ug/plate
REFERENCE :
ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 9(Suppl 9),1,1987

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS CB6700000
HS Code 2914700090

 Synthetic Route

~73%

1,8-Dihydroxy-4,5-dinitroanthraquinone Structure

1,8-Dihydroxy-4...

CAS#:81-55-0

Literature: Chang; Cheng Synthetic Communications, 1995 , vol. 25, # 13 p. 1893 - 1900

~76%

1,8-Dihydroxy-4,5-dinitroanthraquinone Structure

1,8-Dihydroxy-4...

CAS#:81-55-0

Literature: Chang Synthetic Communications, 1994 , vol. 24, # 7 p. 931 - 937

 Customs

HS Code 2914700090
Summary HS: 2914700090 halogenated, sulphonated, nitrated or nitrosated derivatives of ketones and quinones, whether or not with other oxygen function Tax rebate rate:9.0% Supervision conditions:none VAT:17.0% MFN tariff:5.5% General tariff:30.0%

 Articles2

More Articles
Catalysed hydrogenation of hydroxynitroanthraquinones in strong acid. Morley JO and Hutcheson R.

J. Chem. Technol. Biotechnol. 30(1) , 409-414, (1980)

Measurement and Correlation of Derivatized Anthraquinone Solubility in Supercritical Carbon Dioxide. Alwi RS and Tamura K.

J. Chem. Eng. Data 60(10) , 3046-3052, (2015)

 Synonyms

4,5-Dinitrochrysazin
1,8 DIHYDROXY 4,5 DINITRO AQ
4,5-Dinitrodanthron
1,8-dihydroxy-4,5-dinitroanthra-9,10-quinone
1,8-dihydroxy-4,5-dinitro-anthraquinon
Dihydroxy-4,5-dinitroanthraquinone
MFCD00019149
1,8-Dihydroxy-4,5-dinitroanthracene-9,10-dione
1,8-Dihydroxy-4,5-dinitro-anthrachinon
1,8-dihydroxy-4,5-dinitro-anthraquinone
1,8-dihydroxy-4,5-dinitro-9,10-anthracenedione
EINECS 201-360-3
1,8-Dihydroxy-4,5-dinitro-9,10-anthraquinone
1,8-Dihydroxy-4,5-di
9,10-Anthracenedione, 1,8-dihydroxy-4,5-dinitro-
4,5 DINITROCHRYSAZINE
4,5-dinitro-1,8-dihydroxyanthraquinone