Braco-19

Base Information

• Chemical Name: Braco-19
• CAS No.: 351351-75-2
• Molecular Formula: C35H43N7O2
• Molecular Weight: 593.772
• European Community (EC) Number: 803-631-7
• UNII: Z7C5CD91WI
• Nikkaji Number: J1.783.367G
• Wikidata: Q27115677
• Pharos Ligand ID: PST4TVN8CK2N
• Metabolomics Workbench ID: 54886
• ChEMBL ID: CHEMBL336434
• Mol file: 351351-75-2.mol

Synonyms:9-(4-(N,N-dimethylamino)phenylamino)-3,6-bis(3-pyrrolodinopropionamido) acridine;BRACO-19;BRACO19

Chemical Property of Braco-19

Chemical Property:

• Boiling Point: 854.95oC at 760 mmHg
• Flash Point: 470.857oC
• PSA: 103.05000
• Density: 1.275g/cm3
• LogP: 6.64310
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 593.34782364
• Heavy Atom Count: 44
• Complexity: 870

Purity/Quality:

98%,99%, ^*data from raw suppliers

BRACO19trihydrochloride >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)NC2=C3C=CC(=CC3=NC4=C2C=CC(=C4)NC(=O)CCN5CCCC5)NC(=O)CCN6CCCC6

Technology Process of Braco-19

There total 6 articles about Braco-19 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:

3,6-bis[3-(pyrrolidino)propionamido]-9(10H)-acridone (351351-78-5) → N-[9-(4-dimethylamino-phenylamino)-6-(3-pyrrolidin-1-yl-propionylamino)-acridin-3-yl]-3-pyrrolidin-1-yl-propionamide (351351-75-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / POCl₃

2: DIPEA / acetonitrile / 28 h / Heating

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In acetonitrile;

DOI:10.1016/j.bmcl.2007.01.056

Reference yield:

Diphenylmethane (101-81-5) → N-[9-(4-dimethylamino-phenylamino)-6-(3-pyrrolidin-1-yl-propionylamino)-acridin-3-yl]-3-pyrrolidin-1-yl-propionamide (351351-75-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 82 percent / KNO₃; H₂SO₄

2: 94 percent / CrO₃; AcOH

3: 62 percent / SnCl₂; hydrochloric acid

4: Na₂CO₃ / N,N-dimethyl-acetamide

5: 70 percent / POCl₃

6: DIPEA / acetonitrile / 28 h / Heating

With chromium(VI) oxide; hydrogenchloride; sulfuric acid; sodium carbonate; acetic acid; potassium nitrate; N-ethyl-N,N-diisopropylamine; tin(ll) chloride; trichlorophosphate; In N,N-dimethyl acetamide; acetonitrile;

DOI:10.1016/j.bmcl.2007.01.056

Reference yield:

2,2',4,4'-tetranitrodiphenylmethane (1817-76-1) → N-[9-(4-dimethylamino-phenylamino)-6-(3-pyrrolidin-1-yl-propionylamino)-acridin-3-yl]-3-pyrrolidin-1-yl-propionamide (351351-75-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 94 percent / CrO₃; AcOH

2: 62 percent / SnCl₂; hydrochloric acid

3: Na₂CO₃ / N,N-dimethyl-acetamide

4: 70 percent / POCl₃

5: DIPEA / acetonitrile / 28 h / Heating

With chromium(VI) oxide; hydrogenchloride; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; tin(ll) chloride; trichlorophosphate; In N,N-dimethyl acetamide; acetonitrile;

DOI:10.1016/j.bmcl.2007.01.056

upstream raw materials:

2,2',4,4'-tetranitrodiphenylmethane

Diphenylmethane

3,6-diaminoacridin-9(10H)-one

2,2',4,4'–tetranitrodibenzophenone

Downstream raw materials:

BRACO-19

Refernces

• 1、 Harrison, R. John,Cuesta, Javier,Chessari, Gianni,Read, Martin A.,Basra, Sanji K.,Reszka, Anthony P.,Morrell, James,Gowan, Sharon M.,Incles, Christopher M.,Tanious, Farial A.,Wilson, W. David,Kelland, Lloyd R.,Neidle, Stephen. "Trisubstituted acridine derivatives as potent and selective telomerase inhibitors". . p. 4463 - 4476. Retrieved 2007/10/03.