Gefarnate

Modify Date: 2024-01-04 20:26:25

Gefarnate Structure
Gefarnate structure
 Common Name Gefarnate
CAS Number 51-77-4 Molecular Weight 400.637
Density 0.9±0.1 g/cm3 Boiling Point 484.7±34.0 °C at 760 mmHg
Molecular Formula C27H44O2 Melting Point 25°C
MSDS N/A Flash Point 93.3±24.0 °C

 Use of Gefarnate


Gefarnate is a drug used for the treatment of gastritis and gastric ulcer, and has been proposed for use in the treatment of dry eye syndrome.

 Names

Name [(2E)-3,7-dimethylocta-2,6-dienyl] (4E,8E)-5,9,13-trimethyltetradeca-4,8,12-trienoate
Synonym More Synonyms

 Gefarnate Biological Activity

Description Gefarnate is a drug used for the treatment of gastritis and gastric ulcer, and has been proposed for use in the treatment of dry eye syndrome.
Related Catalog
In Vitro Gefarnate (0.001, 0.01, or 0.1 mg/mL) increases mucin-like glycoprotein secretion in a dose-dependent fashion, but the difference from the control is significant only at the concentration of 0.1 mg/mL. Gefarnate specifically stimulates the mucin-like glycoprotein secretion[1].
References

[1]. Nakamura M, et al. Gefarnate stimulates secretion of mucin-like glycoproteins by corneal epithelium in vitro and protects corneal epithelium from desiccation in vivo. Exp Eye Res. 1997 Oct;65(4):569-74.

 Chemical & Physical Properties

Density 0.9±0.1 g/cm3
Boiling Point 484.7±34.0 °C at 760 mmHg
Melting Point 25°C
Molecular Formula C27H44O2
Molecular Weight 400.637
Flash Point 93.3±24.0 °C
Exact Mass 400.334137
PSA 26.30000
LogP 10.53
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.489

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XB8890000
CHEMICAL NAME :
4,8,12-Tetradecatrienoic acid, 5,9,13-trimethyl-, 3,7-dimethyl-2,6-octadienyl ester, (E,E,E)-
CAS REGISTRY NUMBER :
51-77-4
LAST UPDATED :
199701
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C27-H44-O2
MOLECULAR WEIGHT :
400.71
WISWESSER LINE NOTATION :
1Y1&U3Y1&U3Y1&U3VO2UY1&3UY1&1

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 :
>9 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,266,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2040 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,266,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>13500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,266,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>8 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
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: 6,457,1963
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>4 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
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: 6,457,1963
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2821 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
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: 6,457,1963
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>13500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,266,1982

 Synthetic Route

(E)-Geranyl α-(E,E)-farnesyl-α-p-tolylsulfonylacetate structure

(E)-Geranyl α-(...

CAS#:80868-14-0

~75%

Gefarnate Structure

Gefarnate

CAS#:51-77-4

Literature: Sato; Inoue; Sakamoto Synthesis, 1981 , vol. No.10, p. 796 - 798
Geraniol structure

Geraniol

CAS#:106-24-1

~%

Gefarnate Structure

Gefarnate

CAS#:51-77-4

Literature: Sato; Inoue; Sakamoto Synthesis, 1981 , vol. No.10, p. 796 - 798
(E,E)-3,7,11-trimethyl-2,6,10-dodecatrienyl bromide structure

(E,E)-3,7,11-tr...

CAS#:24163-93-7

~%

Gefarnate Structure

Gefarnate

CAS#:51-77-4

Literature: Sato; Inoue; Sakamoto Synthesis, 1981 , vol. No.10, p. 796 - 798
3,7-dimethylocta-2,6-dienyl 2-chloroacetate structure

3,7-dimethyloct...

CAS#:60758-60-3

~%

Gefarnate Structure

Gefarnate

CAS#:51-77-4

Literature: Sato; Inoue; Sakamoto Synthesis, 1981 , vol. No.10, p. 796 - 798
(E)-Geranyl p-toluenesufonylacetate structure

(E)-Geranyl p-t...

CAS#:80868-13-9

~%

Gefarnate Structure

Gefarnate

CAS#:51-77-4

Literature: Sato; Inoue; Sakamoto Synthesis, 1981 , vol. No.10, p. 796 - 798
Geraniol structure

Geraniol

CAS#:106-24-1

3,7,11-Trimethyl-2,6,10-dodecatrienylmalonic acid diethyl ester structure

3,7,11-Trimethy...

CAS#:26732-80-9

~%

N/A structure

N/A

CAS#:30462-48-7

Gefarnate Structure

Gefarnate

CAS#:51-77-4

Literature: Nigmatov, A. G.; Serebryakov, E. P.; Yanovskaya, L. A. Pharmaceutical Chemistry Journal, 1987 , vol. 21, # 7 p. 529 - 533 Khimiko-Farmatsevticheskii Zhurnal, 1987 , vol. 21, # 7 p. 854 - 858

 Synonyms

Gepharnate
arsanyl
(2E)-3,7-Dimethylocta-2,6-dien-1-yl (4E,8E)-5,9,13-trimethyltetradeca-4,8,12-trienoate
Gefanil
Gefarnate [INN:BAN:JAN]
(E)-Geranyl (E,E)-farnesylacetate
Gefarnyl
Osteol
EINECS 200-121-0
trans-(4,5),trans-(8,9)-Farnesylessigsaeure-geranylester
Gefarnate
(2E)-3,7-Dimethyl-2,6-octadien-1-yl (4E,8E)-5,9,13-trimethyl-4,8,12-tetradecatrienoate
(4E,8E)-5,9,13-trimethyltetradeca-4,8,12-trienoic acid [(2E)-3,7-dimethylocta-2,6-dienyl] ester
DA-688
Gefarnato [INN-Spanish]
Geranyl farnesylacetate
5,9,13-Trimethyl-4,8,12-tetradecatrienoic acid 3,7-dimethyl-2,6-octadienyl ester
(4E,8E)-Farnesylacetic acid geranyl ester
Gefarnil
Gefarnatum [INN-Latin]
4,8,12-Tetradecatrienoic acid, 5,9,13-trimethyl-, (2E)-3,7-dimethyl-2,6-octadien-1-yl ester, (4E,8E)-
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Chemsrc provides Gefarnate(CAS#:51-77-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Gefarnate are included as well.>> amp version: Gefarnate

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