Zoxazolamine

Names

[ CAS No. ]:
61-80-3

[ Name ]:
Zoxazolamine

[Synonym ]:
EINECS 200-519-4
MFCD00005770
5-chloro-1,3-benzoxazol-2-amine
Zoxazolamine

Chemical & Physical Properties

[ Density]:
1.481 g/cm3

[ Boiling Point ]:
316.8ºC at 760 mmHg

[ Melting Point ]:
181-184 °C(lit.)

[ Molecular Formula ]:
C₇H₅ClN₂O

[ Molecular Weight ]:
168.58000

[ Flash Point ]:
145.4ºC

[ Exact Mass ]:
168.00900

[ PSA ]:
52.05000

[ LogP ]:
2.64460

[ Index of Refraction ]:
1.692

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DM4550000

CHEMICAL NAME :: Benzoxazole, 2-amino-5-chloro-

CAS REGISTRY NUMBER :: 61-80-3

LAST UPDATED :: 199106

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C7-H5-Cl-N2-O

MOLECULAR WEIGHT :: 168.59

WISWESSER LINE NOTATION :: T56 BN DOJ CZ HG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 1607 mg/kg/34W-I

TOXIC EFFECTS :: Liver - jaundice, other or unclassified

REFERENCE :: JAMAAP JAMA, Journal of the American Medical Association. (AMA, 535 N. Dearborn St., Chicago, IL 60610) V.1- 1883- Volume(issue)/page/year: 176,874,1961

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human

DOSE/DURATION :: 14 mg/kg/D

TOXIC EFFECTS :: Behavioral - stiffness

REFERENCE :: JAMAAP JAMA, Journal of the American Medical Association. (AMA, 535 N. Dearborn St., Chicago, IL 60610) V.1- 1883- Volume(issue)/page/year: 160,745,1956

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 782 mg/kg

TOXIC EFFECTS :: Autonomic Nervous System - smooth muscle relaxant (mechanism undefined, spasmolytic)

REFERENCE :: FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 16,319,1957

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 102 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - muscle weakness Behavioral - ataxia

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 129,75,1960

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 540 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - ataxia

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 128,112,1960

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

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

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD277-689

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 376 mg/kg

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

REFERENCE :: 29QHAQ "Principles of Medicinal Chemistry," Foye, W.O., et al., eds., Philadelphia, Lea & Febiger, 1974 Volume(issue)/page/year: -,246,1974

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 117 mg/kg

TOXIC EFFECTS :: Autonomic Nervous System - smooth muscle relaxant (mechanism undefined, spasmolytic)

REFERENCE :: FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 16,319,1957

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - hamster

DOSE/DURATION :: 670 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - muscle weakness Behavioral - ataxia

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 129,75,1960

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - hamster

DOSE/DURATION :: 268 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - muscle weakness Behavioral - ataxia

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 129,75,1960 *** REVIEWS *** TOXICOLOGY REVIEW AJMEAZ American Journal of Medicine. (Technical Pub., 875 Third Ave., New York, NY 10022) V.1- 1946- Volume(issue)/page/year: 38,409,1965

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H312-H315-H319-H332-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R20/21/22;R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DM4550000

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Thiourea,N-(5-chloro-2-hydroxyphenyl)-
Copper sulfate pentahydrate
5-Chlorobenzoxazole
4-Chlorophenol
4-chloro-6-(phenylhydrazinylidene)cyclohexa-2,4-dien-1-one
Cyanogen bromide
2-Amino-4-chlorophenol
2,5-Dichlorobenzooxazole
5-Chloro-2-hydroxybenzonitrile
5-Chloro-2-hydroxybenzaldehyde

DownStream

N-(5-chloro-1,3-benzoxazol-2-yl)acetamide
5-Chlorobenzoxazole
2(3H)-Benzoxazolone,5,6-dichloro-
5-chloro-3-methyl-benzooxazol-2-one
2-Benzoxazolamine,6-bromo-5-chloro-
5,6-Dichloro-2-benzoxazolamine
2-Methyl-N-(5-chlorobenzoxazol-2-yl)propionamide
2(3H)-Benzoxazolimine,5-chloro-3-methyl-

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

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Pharmacological activation of cloned intermediate- and small-conductance Ca(2+)-activated K(+) channels.

Am. J. Physiol. 278 , C570-C581, (2000)

We previously characterized 1-ethyl-2-benzimidazolinone (1-EBIO), as well as the clinically useful benzoxazoles, chlorzoxazone (CZ), and zoxazolamine (ZOX), as pharmacological activators of the interm...

Stimulation of Cl(-) secretion by chlorzoxazone.

J. Pharmacol. Exp. Ther. 292 , 778-787, (2000)

We previously demonstrated that 1-ethyl-2-benzimidazolone (1-EBIO) directly activates basolateral membrane calcium-activated K(+) channels (K(Ca)), thereby stimulating Cl(-) secretion across several e...

Zoxazolamine-d2
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Tert-butyl 4-[[2-chloro-6-(pyrrolidin-1-yl)phenyl]methyl]piperazine-1-carboxylate
2-(Morpholin-4-yl)-4-(trifluoromethyl)benzaldehyde
Tert-butyl 4-[(4-bromo-2-methylphenyl)methyl]piperazine-1-carboxylate
Tert-butyl 4-[[4-bromo-2-(dimethylcarbamoyl)phenyl]methyl]piperazine-1-carboxylate
Methyl 1,3-thiazinane-4-carboxylate
Tert-butyl 4-[(4-bromopyridin-2-yl)methyl]piperazine-1-carboxylate
Tert-butyl 4-[bis(4-chlorophenyl)methyl]-3-methylpiperazine-1-carboxylate
Tert-butyl 4-[(5-bromo-6-methylpyridin-2-yl)methyl]piperazine-1-carboxylate
2-(Thian-3-yloxy)ethan-1-amine