3-Aminorifamycin S

Base Information

• Chemical Name: 3-Aminorifamycin S
• CAS No.: 51756-80-0
• Molecular Formula: C37H46N2O12
• Molecular Weight: 710.77
• European Community (EC) Number: 610-723-9
• UNII: KIR7I7GQB6
• Metabolomics Workbench ID: 95463
• Nikkaji Number: J2.155.065E
• Wikidata: Q105256082
• Mol file: 51756-80-0.mol

Synonyms:3-Aminorifamycin S;51756-80-0;3-amino-rifamycin S;KIR7I7GQB6;UNII-KIR7I7GQB6;3-Aminorifamycin S [EP];Rifabutin impurity B [EP];[(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-26-amino-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23,27,29-tetraoxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25-heptaen-13-yl] acetate;3-Amino-1,4-dideoxy-1,4-dihydro-1,4-dioxorifamycin;Rifamycin, 3-amino-1,4-dideoxy-1,4-dihydro-1,4-dioxo-;3-amino rifamycin S;SCHEMBL14471362;CHEBI:216347;SMPJCQGFZSDIHE-GVDHMVJUSA-N;3-Aminorifamycin S (Technical Grade);3-AMINORIFAMYCIN S [EP IMPURITY];RIFABUTIN IMPURITY B [EP IMPURITY]

Chemical Property of 3-Aminorifamycin S

Chemical Property:

• Vapor Pressure: 0Pa at 20℃
• PSA: 221.01000
• Density: 1.25[at 20℃]
• LogP: 3.94580
• Storage Temp.: Amber Vial, Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 192mg/L at 20℃
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 3
• Exact Mass: 710.30507491
• Heavy Atom Count: 51
• Complexity: 1530

Purity/Quality:

99.9% ^*data from raw suppliers

3-AminorifamycinS(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C=CC=C(C(=O)NC2=C(C(=O)C3=C(C2=O)C(=C(C4=C3C(=O)C(O4)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)N)C
• Isomeric SMILES: C[C@H]1/C=C/C=C(\C(=O)NC2=C(C(=O)C3=C(C2=O)C(=C(C4=C3C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)N)/C
• Uses: 3-Aminorifamycin S is a derivative of the antibiotic Rifamycin (R508200(P)).

Technology Process of 3-Aminorifamycin S

There total 3 articles about 3-Aminorifamycin S 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:

rifamycin S (62623-68-1,76188-88-0,81203-58-9,101978-28-3,13553-79-2) → 3-Aminorifamycin S (51756-80-0)

Guidance literature:

Multistep reaction; (i) NH3, dioxane, (ii) K3, aq. NaHCO3, CHCl3, MeOH;

DOI:10.1002/hlca.19730560720

Reference yield:

rifamycin SV (6998-60-3) → 3-Aminorifamycin S (51756-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1: K₃Fe(CN)6 / pyridine

2: NH₃ / dioxane

With ammonia; potassium hexacyanoferrate(III); In 1,4-dioxane; pyridine;

DOI:10.1021/ja00438a055

Reference yield:

→ 3-Amino-S-Rifamycin (51756-80-0)

Guidance literature:

S-Rifamycin, Na-Azid.;

upstream raw materials:

rifamycin S

rifamycin SV

Downstream raw materials:

N-(4-ntrobenzyloxycarbonyl)-3-aminorifamycin S

Refernces

• 1、 Kump,Bickel. "Concerning rifamycin S. Reactions of the quinoid nucleus". . p. 2348 - 2377. Retrieved 2007/10/10.