2-[(2S,5R,8S,11S)-5-benzyl-11-[3-(diaminomethylideneamino)propyl]-7-methyl-3,6,9,12,15-pentaoxo-8-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl]acetic acid

Base Information

• Chemical Name: 2-[(2S,5R,8S,11S)-5-benzyl-11-[3-(diaminomethylideneamino)propyl]-7-methyl-3,6,9,12,15-pentaoxo-8-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl]acetic acid
• CAS No.: 188968-51-6
• Molecular Formula: C27H40N8O7
• Molecular Weight: 588.664
• Mol file: 188968-51-6.mol

Synonyms:2-[(2S,5R,8S,11S)-5-Benzyl-11-[3-(diaminomethylideneamino)propyl]-7-methyl-3,6,9,12,15-pentaoxo-8-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl]acetic acid;

Chemical Property of 2-[(2S,5R,8S,11S)-5-benzyl-11-[3-(diaminomethylideneamino)propyl]-7-methyl-3,6,9,12,15-pentaoxo-8-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl]acetic acid

Chemical Property:

• Refractive Index: 1.643
• PKA: 4.01±0.10(Predicted)
• PSA: 235.91000
• Density: 1.41 g/cm³
• LogP: 0.47830
• Storage Temp.: -20°C
• Solubility.: ≥29.43 mg/mL in DMSO; ≥22.56 mg/mL in H2O

Purity/Quality:

98%min, ^*data from raw suppliers

Cilengitide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Angiogenesis inhibitor. Cilengitide trifluoroacetic acid salt has been used as an inhibitor of integrin αvβ5.

Technology Process of 2-[(2S,5R,8S,11S)-5-benzyl-11-[3-(diaminomethylideneamino)propyl]-7-methyl-3,6,9,12,15-pentaoxo-8-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl]acetic acid

There total 8 articles about 2-[(2S,5R,8S,11S)-5-benzyl-11-[3-(diaminomethylideneamino)propyl]-7-methyl-3,6,9,12,15-pentaoxo-8-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl]acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

cilengitide trifluoroacetate (199807-35-7) → cilengtide (188968-51-6)

Guidance literature:

In water; vacuum evaporation;

Reference yield:

C27H40N8O7*ClH (188969-00-8) → cilengtide (188968-51-6)

Guidance literature:

With ammonium hydroxide; In water; at 4 ℃; pH=6.8;

Reference yield:

C27H40N8O7*C2HF3O2*H2O4S → cilengtide (188968-51-6)

Guidance literature:

With ammonium hydroxide; In methanol; water; at 23 - 59 ℃; pH=6.8;

upstream raw materials:

cilengitide trifluoroacetate

C₂₇H₄₀N₈O₇*ClH

Downstream raw materials:

C₂₇H₄₀N₈O₇*ClH

CH₄O₃S*C₂₇H₄₀N₈O₇

Refernces

• 1、 Kapp, Tobias G.,Fottner, Maximilian,Maltsev, Oleg V.,Kessler, Horst. "Small Cause, Great Impact: Modification of the Guanidine Group in the RGD Motif Controls Integrin Subtype Selectivity". . p. 1540 - 1543. Retrieved 2016/02/14.
• 2、 -. "NOVEL SOLID MATERIALS OF AND METHODS FOR OBTAINING THEM". . . Retrieved 2012/03/27.