Progabide

Modify Date: 2026-07-09 17:04:06

Progabide Structure
Progabide structure
Common Name Progabide
CAS Number 62666-20-0 Molecular Weight 334.77300
Density 1.3g/cm3 Boiling Point 525.363ºC at 760 mmHg
Molecular Formula C17H16ClFN2O2 Melting Point 133-135°; mp 142.5° (Kaplan, J. Med. Chem.)
MSDS N/A Flash Point 271.53ºC

 Use of Progabide


Progabide is a gamma-aminobutyric acid receptor (GABA) agonist.

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

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

 Progabide Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Progabide is a gamma-aminobutyric acid receptor (GABA) agonist.
Related Catalog
Target

GABA receptor[1]

In Vivo Progabide 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 Admin Male 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

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.3g/cm3
Boiling Point 525.363ºC at 760 mmHg
Melting Point 133-135°; mp 142.5° (Kaplan, J. Med. Chem.)
Molecular Formula C17H16ClFN2O2
Molecular Weight 334.77300
Flash Point 271.53ºC
Exact Mass 334.08800
PSA 75.68000
LogP 3.98790
Index of Refraction 1.59
InChIKey IBALRBWGSVJPAP-UHFFFAOYSA-N
SMILES NC(=O)CCCN=C(c1ccc(Cl)cc1)c1cc(F)ccc1O
Storage condition 2-8℃

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

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

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

HS Code 2925290090

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

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Progabide Structure

Progabide

CAS#:62666-20-0

Learn More
Literature: DE2634288 , ; Chem.Abstr., , vol. 86, # 189530

~%

Progabide Structure

Progabide

CAS#:62666-20-0

Learn More
Literature: DE2634288 , ; Chem.Abstr., , vol. 86, # 189530

 Precursor & DownStream

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor  2

DownStream  0

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 2925290090
Summary 2925290090 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

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

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

 Progabide | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the SMILES notation of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide?
A: SMILES notation of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide is NC(=O)CCCN=C(c1ccc(Cl)cc1)c1cc(F)ccc1O.
Q: What is the English name of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide?
A: The English name of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide is 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide.
Q: What is the melting point of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide?
A: Melting point of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide is 133-135°; mp 142.5° (Kaplan, J. Med. Chem.).
Q: What are the uses of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide?
A: Main uses of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide: Progabide is a gamma-aminobutyric acid receptor (GABA) agonist.
Q: What is the molecular formula of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide?
A: Molecular formula of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide is C17H16ClFN2O2.
Q: What is the polar surface area (PSA) of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide?
A: Polar surface area (PSA) of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide is 75.68000.
Q: What is the boiling point of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide?
A: Boiling point of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide is 525.363ºC at 760 mmHg.
Q: What are the storage conditions for 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide?
A: Storage conditions for 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide: 2-8℃.
Q: What are the upstream materials of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide?
A: Related upstream materials(CAS) of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide: 62665-97-8;62433-26-5.
Q: What English synonyms does 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide have?
A: English synonyms of 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide: Progabide, Gabren (TN), Progabide (USAN/INN), 4-[[(4-chlorophenyl)-(5-fluoro-2-hydroxyphenyl)methylene]amino]butanamide.

 Progabidefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

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