CID 5282048

Base Information

• Chemical Name: CID 5282048
• CAS No.: 6998-60-3
• Molecular Formula: C37H47 N O12
• Molecular Weight: 697.78
• Hs Code.: 2941903000
• European Community (EC) Number: 230-273-3
• Mol file: 6998-60-3.mol

Synonyms:6998-60-3;15105-92-7;AKOS040749298;A899902;[(7S,9Z,11S,12R,13S,14R,15R,16R,17S,18S,19Z,21Z)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl] acetate;17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-21-acetate;rifamicinesv;rifamycin;rifocin;rifocyn;Rifamycin S-Na

Chemical Property of CID 5282048

Chemical Property:

• Melting Point: 300° (dec 140°)
• Refractive Index: 1.5350 (estimate)
• Boiling Point: 701.9°C (rough estimate)
• PKA: 5.17±0.70(Predicted)
• PSA: 201.31000
• Density: 1.2275 (rough estimate)
• LogP: 4.89210
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 3
• Exact Mass: 697.30982593
• Heavy Atom Count: 50
• Complexity: 1330

Purity/Quality:

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

Rifogal ^*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=CC(=C3C(=C2O)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)O)C
• Isomeric SMILES: C[C@H]1/C=C\C=C(/C(=O)NC2=CC(=C3C(=C2O)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)O)\C
• Uses: Rifogal (Rifaximin EP Impurity C NA) is a antibacterial drug which functions by inhibiting bacterial RNA polymerase (RNAP), is an important part of the antibacteral armamentarium. Also, it is one of the few drugs in a multidrug regimens for treating lung disease (LD) due to Mycobacterium avium complex (MAC).

Technology Process of CID 5282048

There total 6 articles about CID 5282048 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: 93.0%

→ N-chloromethyl-3-methylpyrrolidine + rifamycin SV (6998-60-3)

Guidance literature:

Reference yield: 88.0%

rifamycin S (13553-79-2) → rifamycin SV (6998-60-3)

Guidance literature:

With ascorbic acid; 1.) phosphate buffer, pH 7.0, 50 deg C; 2.) 4 deg C, 1 day;

DOI:10.1246/cl.1982.627

Reference yield:

C39H48N2O14 (1206604-03-6) + rifamycin S (62623-68-1,76188-88-0,81203-58-9,101978-28-3,13553-79-2) → C39H52N2O12*ClH (1206604-09-2) + rifamycin SV (6998-60-3)

Guidance literature:

With hydrogenchloride; indium; In tetrahydrofuran; water;

upstream raw materials:

rifamycin S

rifamycin B

rifamycin S

C₃₉H₄₈N₂O₁₄

Downstream raw materials:

Rifamycin B

3-(4-phenyl-butylamino)-O¹,O⁴-didehydro-rifamycin

3-(4'-Phenylbutylamino)rifamycin SV

3-Aminorifamycin S

Refernces

• 1、 Bianco, Armando Doriano,Brufani, Mario,Capitani, Donatella,Cellai, Luciano,Guiso, Marcella,et. al.. "CHEMICAL MODIFICATIONS OF THE ALIPHATIC BRIDGE IN ANSAMYCINS. SYNTHESIS AND ACTIVITY OF 18,19-DIHYDRORIFAMYCIN S". . p. 585 - 588. Retrieved 2007/10/02.
• 2、 Seong, Baik Lin,Han, Moon Hi. "A FACILE PREPARATION OF RIFAMYCIN DERIVATIVES BY USE OF MANGANESE DIOXIDE". . p. 627 - 628. Retrieved 2007/10/02.