Cargutocin
Cargutocin Basic information
- Product Name:
- Cargutocin
- Synonyms:
-
- Cargutocin
- 1-Butyryl-7-glycyl-1,6-dicarbaoxytocin
- Butyryl(1)-L-Tyr-L-Ile-L-Gln-L-Asn-L-Abu(1)-Gly-L-Leu-Gly-NH2
- Statogin
- Y-5350
- (2S,5S,8S,11S)-5-[(2S)-butan-2-yl]-8-(2-carbamoylethyl)-11-(carbamoylmethyl)-N-[[(1S)-1-(carbamoylmethylcarbamoyl)-3-methyl-butyl]carbamoylmethyl]-2-[(4-hydroxyphenyl)methyl]-3,6,9,12,20-pentaoxo-1,4,7,10,13-pentazacycloicosane-14-carboxamide
- Glycinamide, L-tyrosyl-L-isoleucyl-L-glutaminyl-L-asparaginyl-(2S)-7-carboxyheptanoylglycyl-L-leucyl-, (5→1)-lactam
- Cargutocin USP/EP/BP
- CAS:
- 33605-67-3
- MF:
- C42H65N11O12
- MW:
- 916.041
- Mol File:
- 33605-67-3.mol
Cargutocin Chemical Properties
- alpha
- D25 -44.0° (c = 0.55 in water)
- Boiling point:
- 801.01°C (rough estimate)
- Density
- 1.1903 (rough estimate)
- refractive index
- 1.6500 (estimate)
- CAS DataBase Reference
- 33605-67-3
Cargutocin Usage And Synthesis
Originator
Statocin,Yoshitomi,Japan,1982
Definition
ChEBI: Cargutocin is an oligopeptide.
Manufacturing Process
To a suspension of Z-Tyr(Bz)-Ile-Gln-Asn-Asu(OTCP)-Gly-Leu-Gly-NH2 (1,310 mg) in DMF (350 ml) is added a suitable amount of palladium black. Hydrogen gas is introduced with stirring at room temperature (25°C) for about 40 hours. After stirring the mixture at 30°-35°C for several hours, the catalyst is filtered off and the filtrate is concentrated under reduced pressure. A large amount of ether is added to the residue, and the white coagulum is collected by filtration, washed with ether and dried. This is dissolved in water (30 ml), and the solution is filtered. The filtrate is passed through a column (3 x 11.5 cm) of Amerlite IR-45 (OH-form). The fractions which show a UV-absorption maximum at 280 nm are combined and passed through a column (3 x 125 cm) of CM-Sephadex C-25 to remove the noncyclic compound and obtain neutral parts. The detection of the objective compound is made by UV_x0002_absorption at 280 nm. The aqueous solution of the neutral parts is concentrated below 35°C, under reduced pressure, and the concentrate is lyophilized to give 504 mg of the crude title compound in the form of 5 hydrate.
Therapeutic Function
Oxytocic