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chlormezanone

Names

[ CAS No. ]:
80-77-3

[ Name ]:
chlormezanone

[Synonym ]:
Suprotan
(±)-Chlormezanone
Transanate
2-(4-Chlorophenyl)tetrahydro-3-methyl-4H-1,3-thiazin-4-one 1,1-dioxide
UNII:GP568V9G19
2-(p-Chlorophenyl)perhydro-3-methyl-1,3-thiazin-4-one 1,1-Dioxide
2-(4-chlorophenyl)-3-methyl-1,1-dioxo-1,3-thiazinan-4-one
Lobak
MFCD00143951
chlormezanone
4H-1,3-Thiazin-4-one, 2-(4-chlorophenyl)tetrahydro-3-methyl-, 1,1-dioxide
2-(4-Chlorophenyl)-3-methyl-1,3-thiazinan-4-one 1,1-dioxide
Dichloromethazanone
UNII:C14WB33Y0S
2-(4-Chlorophenyl)-3-methyl-4-metathiazanone 1,1-Dioxide
4H-1,3-Thiazin-4-one, 2- (4-chlorophenyl)tetrahydro-3-methyl-, 1,1-dioxide
UNII:4BU37OM8KL
EINECS 201-307-4

Biological Activity

[Description]:

Chlormezanone resembles benzodiazepine. The action of Chlormezanone is similar to benzodiazepine-type agents. Chlormezanone is used as an anxiolytic and a muscle relaxant.

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor
Signaling Pathways >> Neuronal Signaling >> GABA Receptor
Research Areas >> Neurological Disease

[Target]

Benzodiazepine[1]


[In Vivo]

Comparative results obtained with Chlormezanone in the dosage levels capable of producing more than 80% depression in the contralateral extensor[1].

[Animal admin]

Cats[1] Effects of various agents (e.g., Chlormezanone 300 mg/kg i.p.) are studied on linguomandibular, extensor and patellar reflexes in spinal cats.

[References]

[1]. Sukehiro CHIBA, et al. EFFECTS OF NEW s-TRIAZOLOBENZODIAZEPINE (D-4OTA) AND OTHER CENTRAL MUSCLE RELAXANTS ON SPINAL AND SUPRASPINAL REFLEXES IN CATS. Japan. J. Pharmacol, 23, 83-96 (1973).


[Related Small Molecules]

(+)-Bicuculline | Picrotoxin | Aminooxyacetic acid hemihydrochloride | Riluzole | Baclofen | basmisanil | (R)-Baclofen | Etifoxine | Etomidate | Ginkgolide A | NS-11394 | 5alpha-Pregnan-3alpha-ol-20-one | CGP 52432 | L-655,708 | SAGE-217

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
534.5±50.0 °C at 760 mmHg

[ Melting Point ]:
114ºC

[ Molecular Formula ]:
C11H12ClNO3S

[ Molecular Weight ]:
273.736

[ Flash Point ]:
277.1±30.1 °C

[ Exact Mass ]:
273.022644

[ PSA ]:
62.83000

[ LogP ]:
0.86

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.580

[ Storage condition ]:
Store at RT

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XJ1050000
CHEMICAL NAME :
4H-1,3-Thiazin-4-one, 2-(p-chlorophenyl)tetrahydro-3-methyl-, 1,1,-dioxide
CAS REGISTRY NUMBER :
80-77-3
LAST UPDATED :
199606
DATA ITEMS CITED :
12
MOLECULAR FORMULA :
C11-H12-Cl-N-O3-S
MOLECULAR WEIGHT :
273.75
WISWESSER LINE NOTATION :
T6VN DSWTJ B1 CR DG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
20 gm/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - emphysema Lungs, Thorax, or Respiration - acute pulmonary edema Lungs, Thorax, or Respiration - other changes
REFERENCE :
HOCHE8 Hochudoku. (Nippon Hochudoku Gakkai, c/o Kyushu Daigaku Igakubu Hoigaku Kyoshitsu, 3-1-1 Maidashi, Higashi-ku, Fukuoka, 812, Japan) V.8- 1990- Volume(issue)/page/year: 9,168,1991
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
157 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - ataxia Behavioral - coma
REFERENCE :
BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 292,732,1986
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
140 mg/kg
TOXIC EFFECTS :
Behavioral - coma Vascular - BP lowering not characterized in autonomic section
REFERENCE :
BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 286,845,1983
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
605 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - antipsychotic Lungs, Thorax, or Respiration - other changes
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: 130,280,1961
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
370 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 17,242,1967
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
600 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 9,601,1975
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
514 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AAREAV Anesthesie, Analgesie, Reanimation. (Paris, France) V.14-38, 1957-81. Volume(issue)/page/year: 19,603,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
322 mg/kg
TOXIC EFFECTS :
Behavioral - anticonvulsant
REFERENCE :
APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 19,247,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 1,168,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
>400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 1,168,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
600 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 1,168,1959 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3975 mg/kg/5D-C
TOXIC EFFECTS :
Related to Chronic Data - death
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 1,168,1959

Safety Information

[ Hazard Codes ]:
Xn

[ RTECS ]:
XJ1050000


Related Compounds