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Atosiban Acetate

CAS No.
914453-95-5
Chemical Name:
Atosiban Acetate
Synonyms
Atosiban Acetate(acetate);Atosiban acetate (90779-69-4 free base);1-{[7-(2-Amino-2-oxoethyl)-13-sec-butyl-16-(4-ethoxybenzyl)-10-(1 -hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pent aazacycloicosan-4-yl]carbonyl}prolylornithylglycinamide acetate ( 1:1);nonapeptide,Preterm,vasopressin,Atosiban,RWJ-22164,tocolytic,RW-22164,desamino-oxytocin,inhibit,Ca2+,Vasopressin Receptor,RW 22164,oxytocin,maternal-fetal,Atosiban acetate,RWJ 22164,Inhibitor,Oxytocin Receptor,OXTR;(2S)-N-((S)-5-amino-1-((2-amino-2-oxoethyl)amino)-1-oxopentan-2-yl)-1-((4R,7S,10S,16R)-7-(2-amino-2-oxoethyl)-13-((S)-sec-butyl)-16-(4-ethoxybenzyl)-10-((R)-1-hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide acetate;(S)-N-((S)-5-Amino-1-((2-amino-2-oxoethyl)amino)-1-oxopentan-2-yl)-1-((4R,7S,10S,13S,16R)-7-(2-amino-2-oxoethyl)-13-((S)-sec-butyl)-16-(4-ethoxybenzyl)-10-((R)-1-hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide acetate;(2S)-N-[(2S)-5-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16R)-7-(2-amino-2-oxoethyl)-13-[(2S)-butan-2-yl]-16-[(4-ethoxyphenyl)methyl]-10-[(1R)-1-hydroxyethyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
CBNumber:
CB12551640
Molecular Formula:
C45H71N11O14S2
Molecular Weight:
1054.25
MDL Number:
MFCD08692014
MOL File:
914453-95-5.mol
Last updated:2023-11-15 17:17:25

Atosiban Acetate Properties

Melting point >165oC (dec.)
storage temp. 4°C
solubility DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form solid
color White to Off-White Solid
FDA UNII 0P5DNO7CEF

Atosiban Acetate price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC A791890 AtosibanAcetate 914453-95-5 250mg $1455 2021-12-16 Buy
Biosynth Carbosynth FA40914 Atosiban acetate 914453-95-5 5mg $65 2021-12-16 Buy
ChemScene CS-0086333 Atosiban(acetate) 99.92% 914453-95-5 5mg $84 2021-12-16 Buy
Biosynth Carbosynth FA40914 Atosiban acetate 914453-95-5 25mg $137.5 2021-12-16 Buy
ChemScene CS-0086333 Atosiban(acetate) 99.92% 914453-95-5 10mg $144 2021-12-16 Buy
Product number Packaging Price Buy
A791890 250mg $1455 Buy
FA40914 5mg $65 Buy
CS-0086333 5mg $84 Buy
FA40914 25mg $137.5 Buy
CS-0086333 10mg $144 Buy

Atosiban Acetate Chemical Properties,Uses,Production

Chemical Properties

A white or off-white powder, hygroscopic and soluble in water.

Uses

Atosiban acetate is a nonapeptide competitive vasopressin/oxytocin receptor antagonist, and is a desamino-oxytocin analogue. Atosiban is the main tocolytic agent and has the potential for spontaneous preterm labor research. As an oxytocin receptor blocker, it has demonstrated significant therapeutic effectiveness in the treatment of experimental endometriosis.

Preparation

Atosiban acetate(914453-95-5) is synthesized through a process called solid-phase peptide synthesis. The Solid phase peptide synthesis of atosiban involves coupling of the amino acid components in sequential manner.The first amino acid is selectively bound to a polymer resin. The amino group is then selectively de-blocked and condensed with the next amino acid. This completed one cycle is then repeated sequentially for coupling of remaining 8 protected amino acids. The protected atosiban is cleaved and de-protected to obtain crude active substance. This crude product is finally purified and the pure product obtained from HPLC purification is desalted and freeze dried to yield pure atosiban acetate.

General Description

Atosibana is a mixed antagonist of oxytocin and vasopressin receptors [1].
Atosibana is a peptide and is a dual antagonist of oxytocin receptor (OTR) and vasopressin receptors (V1aR, V1bR, V2R). When acted as an OTR antagonist, atosibana showed pKi values of 7.9 and 7.2 for human OTR and rat OTR, respectively. Treatment of atosibana significantly inhibited cell growth in MDCK and HEK293 cells stably transfected with the human OTR with IC50 values of 15.4 nM and 20.8 nM, respectively. When acted as a vasopressin receptor antagonist, atosibana exerted pKi values of 9.8, 7.4 and 6.5 for hV1aR, hV1bR and hV2R, respectively. Atosibana has been shown to have efficacy in inhibiting uterine contractions and delaying preterm delivery. However, atosibana can not be used for long-term maintenance treatment since it is not orally bioavailable [1].

storage

Dry, dark and at 0-4℃ for short term (days to weeks) or -20℃ for long term (months to years).

References

[1] borthwick a d. oral oxytocin antagonists. journal of medicinal chemistry, 2010, 53(18): 6525-6538.
[2] reversi a, rimoldi v, marrocco t, et al. the oxytocin receptor antagonist atosiban inhibits cell growth via a “biased agonist” mechanism. journal of biological chemistry, 2005, 280(16): 16311-16318.

Atosiban Acetate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 82)Suppliers
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Xinxiang Hongqi District Houyuan Trading Co.,Ltd
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View Lastest Price from Atosiban Acetate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Atosiban acetate pictures 2024-03-08 Atosiban acetate
914453-95-5
US $10.00 / kg 1kg 99% 1000kg Nantong Guangyuan Chemicl Co,Ltd
Atosiban Acetate pictures 2023-05-31 Atosiban Acetate
914453-95-5
US $30.00-28.00 / Kg 1Kg 99.0% up 30 tons per month Xinxiang Hongqi District Houyuan Trading Co.,Ltd
  • Atosiban Acetate pictures
  • Atosiban Acetate
    914453-95-5
  • US $30.00-28.00 / Kg
  • 99.0% up
  • Xinxiang Hongqi District Houyuan Trading Co.,Ltd

Atosiban Acetate Spectrum

1-{[7-(2-Amino-2-oxoethyl)-13-sec-butyl-16-(4-ethoxybenzyl)-10-(1 -hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pent aazacycloicosan-4-yl]carbonyl}prolylornithylglycinamide acetate ( 1:1) (2S)-N-[(2S)-5-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16R)-7-(2-amino-2-oxoethyl)-13-[(2S)-butan-2-yl]-16-[(4-ethoxyphenyl)methyl]-10-[(1R)-1-hydroxyethyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide (2S)-N-((S)-5-amino-1-((2-amino-2-oxoethyl)amino)-1-oxopentan-2-yl)-1-((4R,7S,10S,16R)-7-(2-amino-2-oxoethyl)-13-((S)-sec-butyl)-16-(4-ethoxybenzyl)-10-((R)-1-hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide acetate Atosiban acetate (90779-69-4 free base) Atosiban Acetate(acetate) nonapeptide,Preterm,vasopressin,Atosiban,RWJ-22164,tocolytic,RW-22164,desamino-oxytocin,inhibit,Ca2+,Vasopressin Receptor,RW 22164,oxytocin,maternal-fetal,Atosiban acetate,RWJ 22164,Inhibitor,Oxytocin Receptor,OXTR (S)-N-((S)-5-Amino-1-((2-amino-2-oxoethyl)amino)-1-oxopentan-2-yl)-1-((4R,7S,10S,13S,16R)-7-(2-amino-2-oxoethyl)-13-((S)-sec-butyl)-16-(4-ethoxybenzyl)-10-((R)-1-hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide acetate 914453-95-5 C43H67N11O12S2C2H4O Amines, Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals