Preparation method of cetrorelix

A technology of cetrorelix and solid-phase synthesis, which is applied in the field of polypeptide drug preparation, can solve the problems of many overall process steps, complex steps, and complex methods, and achieve large-scale production, reduce production costs, and high product purity. Effect

Inactive Publication Date: 2020-03-24
CHINESE PEPTIDE CO
View PDF11 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, after this method, the solid-phase synthesis of Fragment B uses expensive Sieber resin for solid-phase synthesis, and the cost is relatively large.
And Fragment B has an extra full-protection cutting step, resulting in many and compli

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of cetrorelix
  • Preparation method of cetrorelix
  • Preparation method of cetrorelix

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] Preparation of Fmoc-Pro-CTC Resin

[0065] Accurately weigh 170g of CTC Resin (Sub: 0.96mmol / g) and Fmoc-Pro-OH (60.5g), add 1500mL of DCM, after the amino acid is completely dissolved, slowly add DIPEA 85mL under stirring, and stir at room temperature for 2-3 hours After the reaction, add methanol 170mL capping for 30 minutes, filter the reaction solution, wash the resin 3 times with DMF, 1 time with methanol, 2 times with DCM, 3 times with methanol, and obtain 239g Fmoc-Pro-CTC Resin after vacuum drying, The degree of substitution was measured to be 0.62 mmol / g. Preparation of Ac-D2Nal-D4Cpa-D3Pal-Ser(tBu)-Tyr(tbu)-DCit-Leu-Arg(Pbf)-Pro-CTC Resin

[0066] Accurately weigh 64.5g of Fmoc-Pro-CTC Resin with a degree of substitution of 0.62mmol / g into the solid phase reactor, add DMF 2-3 times the volume of the resin to swell for 2 hours, drain the DMF, add 20% PIP / DMF solution and stir Remove the Fmoc protecting group in 30 minutes, then wash 6 times with DMF, each tim...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention relates to a preparation method of cetrorelix, specifically to a synthesis method combining solid and liquid phases. According to the order of cetrorelix sequence from C terminal to N terminal, 1-9 fragments are connected one by one by the solid-phase synthesis method under the action of a coupling reagent, and then the 1-9 fragments undergo fully-protected cut and then are subjectedto fragment condensation with DAla-NH2.HCl in a liquid phase so as to obtain fully-protected cetrorelix; the cetrorelix is cut by a lysis buffer; a cutting fluid is precipitated by ice ether to obtain cetrorelix crude peptide; and finally the cetrorelix crude peptide is purified by reverse-phase high-performance liquid chromatography to obtain a cetrorelix finished product. The preparation methodis simple, is suitable for industrial production, and has high production efficiency.

Description

technical field [0001] The invention belongs to the technical field of polypeptide drug preparation methods, in particular to a preparation method of cetrorelix, which specifically adopts a solid-liquid phase synthesis method. Background technique [0002] Cetrorelix (trade name Cetrotide) is a potent progesterone-releasing hormone-releasing hormone (LH-RH) receptor antagonist, which can control the stimulation of the ovary, prevent premature discharge of immature follicles, and help conception. And can be used for the treatment of breast cancer and gynecological cancer, endometriosis, precocious puberty, uterine fibroids, ovarian androgen excess and premenstrual syndrome. [0003] Chinese name: Sicurelix [0004] English name: Cetrorelix acetate [0005] Sequence: Ac-D2Nal 1 -D4Cpa 2 -D3Pal 3 -Ser 4 -Tyr 5 -DCit 6 -Leu 7 -Arg 8 -Pro 9 -DAla 10 -NH 2 [0006] Molecular formula: C 70 h 92 ClN 17 o 14 [0007] Molecular weight:: 1431.06 [0008] Among the c...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07K7/23C07K1/36C07K1/30C07K1/20C07K1/06C07K1/04C07K1/02
CPCC07K7/23
Inventor 刘宝生张巍李湘徐琪
Owner CHINESE PEPTIDE CO
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap