CAS 62666-20-0|Progabide

Introduction:Basic information about CAS 62666-20-0|Progabide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameProgabide
CAS Number62666-20-0Molecular Weight334.77300
Density1.3g/cm3Boiling Point525.363ºC at 760 mmHg
Molecular FormulaC17H16ClFN2O2Melting Point133-135°; mp 142.5° (Kaplan, J. Med. Chem.)
MSDS/Flash Point271.53ºC

Names

Name4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide
SynonymMore Synonyms

Progabide BiologicalActivity

DescriptionProgabide is a gamma-aminobutyric acid receptor (GABA) agonist.
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Neurological Disease
Target

GABA receptor[1]

In VivoProgabide is a gamma-aminobutyric acid receptor (GABA) agonist. Doses of 50, 100 and 200 mg/kg Progabide given IP to male Wistar rats increase the plasma corticosterone levels by 244, 365 and 476% respectively (t=6.44 to12.55, p<0.01). 10 mg/kg of Progabide fails to change the concentration of corticosterone in plasma (t=0.76, N.S.). The increased plasma corticosterone level induced by administration of 200 mg/kg Progabide is evident 30 (t=2.625, p<0.05), 60 (t=13.13, p<0.001) and 120 min (t=4.07, p<0.01) after drug injection, but returns to the control value 240 min after drug injection (t=0.86, N.S.). The greatest corticosterone rise (compare with the corresponding control) is reached 60 min following the administration of Progabide[1].
Animal AdminMale Wistar rats weighing 170 to 240 g are caged in groups of three under diurnal lighting conditions with free access to food and water. The rats are accustomed to handling (housing 1 per cage for 30 min, injecting with saline, 1 mL/100 g body weight) in the period of 7 days before the beginning of the experiment. Progabide is injected as a suspension in saline containing 0.1% Tween 80. Control rats are treated IP with the corresponding vehicle (1 mL/100 g body weight). Ether stress is performed and 15 min after the beginning of the stressful procedure the animals are sacrificed[1].
References

[1]. Manev H, et al. Progabide, a GABA mimetic drug, stimulates the secretion of plasma corticosterone in rats. Pharmacol Biochem Behav. 1987 Dec;28(4):443-6.

Chemical & Physical Properties

Density1.3g/cm3
Boiling Point525.363ºC at 760 mmHg
Melting Point133-135°; mp 142.5° (Kaplan, J. Med. Chem.)
Molecular FormulaC17H16ClFN2O2
Molecular Weight334.77300
Flash Point271.53ºC
Exact Mass334.08800
PSA75.68000
LogP3.98790
Index of Refraction1.59
InChIKeyIBALRBWGSVJPAP-UHFFFAOYSA-N
SMILESNC(=O)CCCN=C(c1ccc(Cl)cc1)c1cc(F)ccc1O
Storage condition2-8℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
EJ3500970
CHEMICAL NAME :
Butanamide, 4-(((4-chlorophenyl)(5-fluoro-2-hydroxyphenyl)methyle ne)amino)-
CAS REGISTRY NUMBER :
62666-20-0
LAST UPDATED :
199612
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C17-H16-Cl-F-N2-O2
MOLECULAR WEIGHT :
334.80
WISWESSER LINE NOTATION :
ZV3NUYR DG&R BQ EF

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 :
1350 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
LMSED6 L.E.R.S. Monograph Series. Laboratories d'Etudes et de Recherches Synthelabo Monograph Series. (Raven Press, 1185 Ave. of the Americas, New York, NY 10036) V.1- 1983- Volume(issue)/page/year: 3,203,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1350 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
LMSED6 L.E.R.S. Monograph Series. Laboratories d'Etudes et de Recherches Synthelabo Monograph Series. (Raven Press, 1185 Ave. of the Americas, New York, NY 10036) V.1- 1983- Volume(issue)/page/year: 3,203,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
900 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4094992 ** TUMORIGENIC DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
655 gm/kg/2Y-C
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Endocrine - adrenal cortex tumors
REFERENCE :
LMSED6 L.E.R.S. Monograph Series. Laboratories d'Etudes et de Recherches Synthelabo Monograph Series. (Raven Press, 1185 Ave. of the Americas, New York, NY 10036) V.1- 1983- Volume(issue)/page/year: 3,203,1985

Safety Information

HS Code2925290090

Customs

HS Code2925290090
Summary2925290090 other imines and their derivatives; salts thereof。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Synonyms

Progabide
Gabren (TN)
Progabide (USAN/INN)
4-[[(4-chlorophenyl)-(5-fluoro-2-hydroxyphenyl)methylene]amino]butanamide
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