Arbaprostil

Modify Date: 2024-01-13 21:44:46

Arbaprostil Structure
Arbaprostil structure
Common Name Arbaprostil
CAS Number 55028-70-1 Molecular Weight 366.492
Density 1.1±0.1 g/cm3 Boiling Point 535.5±50.0 °C at 760 mmHg
Molecular Formula C21H34O5 Melting Point N/A
MSDS N/A Flash Point 291.7±26.6 °C

 Use of Arbaprostil


Arbaprostil is a synthetic prostaglandin E analog that protects gastric mucosa, prevents ulceration, and promotes healing of peptic ulcers. The protective effect is independent of acid inhibition. It is also a potent inhibitor of pancreatic function and can inhibit the growth of experimental tumors. Arbaprostil is a prodrug for the potent PGE2.

 Names

Name 15(R)-15-methyl Prostaglandin E2
Synonym More Synonyms

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 535.5±50.0 °C at 760 mmHg
Molecular Formula C21H34O5
Molecular Weight 366.492
Flash Point 291.7±26.6 °C
Exact Mass 366.240631
PSA 94.83000
LogP 2.23
Vapour Pressure 0.0±3.2 mmHg at 25°C
Index of Refraction 1.557

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UK7895000
CHEMICAL NAME :
Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-15-methyl-9-oxo-, (5Z,11-alpha,13E,15R)-
CAS REGISTRY NUMBER :
55028-70-1
LAST UPDATED :
199806
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C21-H34-O5
MOLECULAR WEIGHT :
366.55
WISWESSER LINE NOTATION :
L5VTJ B2U4VQ C1U1XQ5&1 DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
DOSE :
600 ng/kg
SEX/DURATION :
female 12 week(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion
REFERENCE :
CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 9,523,1974
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
2800 ug/kg
SEX/DURATION :
female 15-22 day(s) after conception lactating female 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Effects on Newborn - live birth index (measured after birth) Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive) Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4)
REFERENCE :
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 21,62A,1980
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
84 mg/kg
SEX/DURATION :
male 63 day(s) pre-mating female 14 day(s) pre-mating - 7 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth)
REFERENCE :
YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 16(Suppl 4),S949,1988
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
22 mg/kg
SEX/DURATION :
female 7-17 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion Reproductive - Effects on Embryo or Fetus - extra-embryonic structures (e.g., placenta, umbilical cord) Reproductive - Effects on Newborn - live birth index (measured after birth)
REFERENCE :
YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 16(Suppl 4),S957,1988
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1400 ug/kg
SEX/DURATION :
female 14 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)
REFERENCE :
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 21,71A,1980
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
10400 ug/kg
SEX/DURATION :
female 17 ? after conception - 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Effects on Newborn - stillbirth Reproductive - Effects on Newborn - live birth index (measured after birth)
REFERENCE :
YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 16(Suppl 4),S981,1988 *** REVIEWS *** TOXICOLOGY REVIEW AJOGAH American Journal of Obstetrics and Gynecology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1920- Volume(issue)/page/year: 113,130,1972

 Synonyms

15(R)-15-Methylprostaglandin E2
CU-83
,15r)
(E,Z)-(1R,2R,3R)-7-[3-Hydroxy-2-[(3R)-(3-hydroxy-3-methyl-1-octenyl)]-5-oxocyclopentyl]-5-heptenoic Acid
ARBAPROSTIL
(5Z,11a,13E,15R)-11,15-Dihydroxy-15-methyl-9-oxoprosta-5,13-dien-1-oic Acid
9-OXO-11ALPHA,15R-DIHYDROXY-15-METHYL-PROSTA-5Z,13E-DIEN-1-OIC ACID
(15R)-15-Methylprostaglandin E2
Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-15-methyl-9-oxo-, (5Z,11α,13E,15R)-
(5Z,11α,13E,15R)-11,15-Dihydroxy-15-methyl-9-oxoprosta-5,13-dien-1-oic acid
(15R)-15-Methyl-PGE2