Enprostil

Modify Date: 2024-01-09 11:16:54

Enprostil Structure
Enprostil structure
 Common Name Enprostil
CAS Number 73121-56-9 Molecular Weight 400.46
Density 1.2±0.1 g/cm3 Boiling Point 552.9±50.0 °C at 760 mmHg
Molecular Formula C23H28O6 Melting Point N/A
MSDS N/A Flash Point 185.7±23.6 °C

 Use of Enprostil


Enprostil (RS 84135) is a prostaglandin E2 derivative. Enprostil can inhibit amogastrin-stimulated gastric acid secretion, as well as reducing the secretion of pepsin. Enprostil can also serve as an antiulcer agent, used for research of duodenal or gastric ulcers[1][2].

 Names

Name methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3R)-3-hydroxy-4-phenoxybut-1-enyl]-5-oxocyclopentyl]hepta-4,5-dienoate
Synonym More Synonyms

 Enprostil Biological Activity

Description Enprostil (RS 84135) is a prostaglandin E2 derivative. Enprostil can inhibit amogastrin-stimulated gastric acid secretion, as well as reducing the secretion of pepsin. Enprostil can also serve as an antiulcer agent, used for research of duodenal or gastric ulcers[1][2].
Related Catalog
References

[1]. Kohli Y, et al. Antisecretory effect of a PGE2 derivative, enprostil (TA/RS-84135): inhibitory action of amogastrin-stimulated secretion. Drugs Exp Clin Res. 1988;14(11):673-8.  

[2]. Goa K L, et al. Enprostil: a preliminary review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy in the treatment of peptic ulcer disease[J]. Drugs, 1987, 34(5): 539-559.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 552.9±50.0 °C at 760 mmHg
Molecular Formula C23H28O6
Molecular Weight 400.46
Flash Point 185.7±23.6 °C
Exact Mass 400.188599
PSA 93.06000
LogP 1.45
Vapour Pressure 0.0±1.6 mmHg at 25°C
Index of Refraction 1.586

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MI5433000
CHEMICAL NAME :
4,5-Heptadienoic acid, 7-(3-hydroxy-2-(3-hydroxy-4-phenoxy-1-butenyl)-5-oxoc yclopentyl)-, methyl ester, (1-alpha,2-beta(1E,3R*),3-alpha)-
CAS REGISTRY NUMBER :
73121-56-9
LAST UPDATED :
199504
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C23-H28-O6
MOLECULAR WEIGHT :
400.51

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 :
>1600 ug/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - cyanosis Musculoskeletal - other changes Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,2327,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>160 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,2327,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1600 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - somnolence (general depressed activity) Gastrointestinal - changes in structure or function of salivary glands
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,2327,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
80 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ptosis Behavioral - tremor Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,2327,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
>320 ug/kg
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Gastrointestinal - nausea or vomiting
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 23,2327,1989

 Synthetic Route

(-)-11α,15α-bis((tert-butyldimethylsilyl)oxy)-9-oxo-16-phenoxy-17,18,19,20-tetranorprosta-4,15,13(t)-trienoic acid methyl ester structure

(-)-11α,15α-bis...

CAS#:157543-66-3

~67%

Enprostil Structure

Enprostil

CAS#:73121-56-9
Literature: Gooding, Owen W.; Beard, Colin C.; Cooper, Gary F.; Jackson, David Y. Journal of Organic Chemistry, 1993 , vol. 58, # 14 p. 3681 - 3686
(3aR,4R,5R,6aS)-4-((3R,E)-4-phenoxy-3-((tetrahydro-2H-pyran-2-yl)oxy)but-1-en-1-yl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-ol structure

(3aR,4R,5R,6aS)...

CAS#:286840-19-5

~%

Enprostil Structure

Enprostil

CAS#:73121-56-9
Literature: Synthesis, , # 8 p. 792 - 794
(3aR,4R,5R,6aS)-Hexahydro-4-[(E)-(3R)-4-phenoxy-3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butenyl]-5-[(tetrahydro-2H-pyran-2-yl)oxy]-2H-cyclopenta[b]furan-2-one structure

(3aR,4R,5R,6aS)...

CAS#:54347-99-8

~%

Enprostil Structure

Enprostil

CAS#:73121-56-9
Literature: Synthesis, , # 8 p. 792 - 794
1-[5α-hydroxy-2β-[(E)-4-phenoxy-3α-tetrahydropyran-2-yloxy-1-butenyl]-3α-tetrahydropyran-2-yloxycyclopent-1α-yl]but-3-yn-2-ol structure

1-[5α-hydroxy-2...

CAS#:286840-20-8

~%

Enprostil Structure

Enprostil

CAS#:73121-56-9
Literature: Synthesis, , # 8 p. 792 - 794
N/A structure

N/A

CAS#:117253-98-2

~%

Enprostil Structure

Enprostil

CAS#:73121-56-9
Literature: Journal of the Chemical Society, Chemical Communications, , # 10 p. 1251 - 1252
(R)-3-((tert-butyldimethylsilyl)oxy)-4-phenoxy-1-butyne structure

(R)-3-((tert-bu...

CAS#:149862-37-3

~%

Enprostil Structure

Enprostil

CAS#:73121-56-9
Literature: Journal of the Chemical Society, Chemical Communications, , # 10 p. 1251 - 1252

 Synonyms

Enprostil (JAN/USAN/INN)
4,5-Heptadienoic acid, 7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5-oxocyclopentyl]-, methyl ester
Syngard
Enprostil
(dl)-9-Keto-11a,15a-dihydroxy-16-phenoxy-17,18,19,20-tetranorprosta-4,5,13-trans-trienoic Acid Methyl Ester
Camleed (TN)
methyl (4,5,6S)-7-<(1R,2R,3R)-3-hydroxy-2-<(E)-(3R)-3-hydroxy-4-phenoxy-1-butenyl>-5-oxocyclopentyl>-4,5-heptadienoate
Gardrine
Methyl 7-{(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]-5-oxocyclopentyl}-4,5-heptadienoate
[1a,2b(1E,3R*),3a]-7-[3-Hydroxy-2-(3-hydroxy-4-phenoxy-1-butenyl)-5-oxocyclopentyl]-4,5-heptadienoic Acid Methyl Ester
methyl (4,5,6R)-7-<(1R,2R,3R)-3-hydroxy-2-<(E)-(3R)-3-hydroxy-4-phenoxy-1-butenyl>-5-oxocyclopentyl>-4,5-heptadienoate
Camleed
Gardrin
Methyl 7-{(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4-phenoxybut-1-en-1-yl]-5-oxocyclopentyl}hepta-4,5-dienoate
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Related Compounds: More...
enprostil
105368-47-6
Enprostil intermediates
51638-93-8
Chemsrc provides Enprostil(CAS#:73121-56-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Enprostil are included as well.>> amp version: Enprostil

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