CAS 2797-51-5|ACN

Introduction：Basic information about CAS 2797-51-5|ACN, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. ACN BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Customs
7. Articles2
8. Synonyms

Common Name	ACN
CAS Number	2797-51-5	Molecular Weight	207.613
Density	1.5±0.1 g/cm3	Boiling Point	310.2±42.0 °C at 760 mmHg
Molecular Formula	C₁₀H₆ClNO₂	Melting Point	198-200 °C
MSDS	ChineseUSA	Flash Point	141.4±27.9 °C
Symbol	GHS06, GHS09	Signal Word	Danger

Names

Name	quinoclamine
Synonym	More Synonyms

ACN BiologicalActivity

Description	Quinoclamine, a naphthoquinone derivative, is a NF-κB inhibitor. Quinoclamine exhibits anti-cancer activity[1][2].
Related Catalog	Research Areas >>Cancer
Target	NF-κB[2]
In Vitro	Quinoclamine causes differentiation of U-937 cells into macrophage-like cells[1]. Quinoclamine inhibits NF-κB activities in HepG2 cells, with an IC50 of 1.7 μM[2]. Quinoclamine (1-4 μM; 30 minutes ) suppresses endogenous NF-κB activity in HepG2 cells through the inhibition of IκB-α phosphorylation and p65 translocation[2]. Quinoclamine inhibits induced NF-κB activities in lung and breast cancer cell lines[2]. Quinoclamine affects the expression levels of genes involved in cell cycle or apoptosis[2]. Quinoclamine down-regulates the expressions of UDP glucuronosyltransferase genes involved in phase II drug metabolism[2]. Cell Viability Assay[2] Cell Line: HepG2 cells Concentration: 1 μM, 2 μM, 4 μM, 8 μM, 16 μM, 32 μM, 64 μM Incubation Time: 24 hours Result: Inhibited NF-κB activities in HepG2 cells. Western Blot Analysis[2] Cell Line: HepG2 cells Concentration: 0 μM, 1 μM, 2 μM, 4 μM Incubation Time: 30 minutes Result: Inhibited IκB-α phosphorylation and p65 translocation in HepG2 cells.
References	[1]. Kwon H ,et al. Induction of differentiation of U-937 cells by 2-chloro-3-amino-1,4-naphthoquinone. Res Commun Mol Pathol Pharmacol. 1997 Aug;97(2):215-27. [2]. Cheng WY, et al. Comprehensive evaluation of a novel nuclear factor-kappaB inhibitor, quinoclamine, by transcriptomic analysis. Br J Pharmacol. 2009 Jul;157(5):746-56.

Chemical & Physical Properties

Density	1.5±0.1 g/cm3
Boiling Point	310.2±42.0 °C at 760 mmHg
Melting Point	198-200 °C
Molecular Formula	C₁₀H₆ClNO₂
Molecular Weight	207.613
Flash Point	141.4±27.9 °C
Exact Mass	207.008713
PSA	60.16000
LogP	1.31
Vapour Pressure	0.0±0.7 mmHg at 25°C
Index of Refraction	1.660
InChIKey	OBLNWSCLAYSJJR-UHFFFAOYSA-N
SMILES	NC1=C(Cl)C(=O)c2ccccc2C1=O
Storage condition	0-6°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QL7350000

CHEMICAL NAME :: 1,4-Naphthoquinone, 2-amino-3-chloro-

CAS REGISTRY NUMBER :: 2797-51-5

BEILSTEIN REFERENCE NO. :: 2094762

LAST UPDATED :: 199612

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C10-H6-Cl-N-O2

MOLECULAR WEIGHT :: 207.62

WISWESSER LINE NOTATION :: L66 BV EVJ CZ DG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1360 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C208,1991

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >790 mg/m3/4H

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 315 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1260 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C208,1991

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 800 mg/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 26,570,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 320 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#03360 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1080 mg/kg/90D-C

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in bladder weight Blood - changes in spleen

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 29528 mg/kg/2Y-C

TOXIC EFFECTS :: Behavioral - food intake (animal) Kidney, Ureter, Bladder - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2160 mg/kg/90D-C

TOXIC EFFECTS :: Endocrine - changes in adrenal weight Blood - changes in spleen Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 4550 mg/kg/2Y-C

TOXIC EFFECTS :: Liver - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

Safety Information

Symbol	GHS06, GHS09
Signal Word	Danger
Hazard Statements	H302-H319-H331-H400
Precautionary Statements	P261-P273-P305 + P351 + P338-P311
Personal Protective Equipment	Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes	T: Toxic;
Risk Phrases	R36/37/38
Safety Phrases	S45-S37/39-S26
RIDADR	2811.0
RTECS	QL7350000
HS Code	2922399021

Customs

HS Code	2922399021
Summary	2922399021 2-amino-3-chloronaphthalene-1,4-dione。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:30.0%

Articles2

Induction of differentiation of U-937 cells by 2-chloro-3-amino-1,4-naphthoquinone.

Res. Commun. Mol. Pathol. Pharmacol. 97(2) , 215-27, (1997)

Naphthoquinone compounds have various pharmacological effects such as antiviral, antifungal and anticancer activities. We demonstrated the differentiation of the inducing effect of a naphthoquinone de...

Differentiation inducing effects of 2-chloro-3-amino-1,4-naphthoquinone on human leukemia HL-60.

Biol. Pharm. Bull. 19(6) , 824-7, (1996)

There are some highly cytotoxic anticancer compounds inducing differentiation of cancer cells to normal cells at below highly cytotoxic concentration. Naphthoquinone derivatives having cytotoxic effec...

Synonyms

Quinoclamin

Quinoclamine

EINECS 220-529-2

2-AMINO-3-CHLORO-1,4-NAPHTHOQUINONE

ACN

2-amino-3-chloro-naphthoquinone

2-Amino-3-chlor-1,4-naphthochinone

06K-Quinone

2-amino-3-chloronaphthalene-1,4-dione

MFCD00001680

Mogeton

1,4-Naphthalenedione, 2-amino-3-chloro-

2-amino-3-chloro-1,4-dihydro-1,4-dioxonaphthalene

ACNQ

Mogeton granule

O 6K-quinone

2-amino-3-chloro-1,4-naphthalenedione

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