(1S,15S,17R,18S,19E,21E,25E,27E,29E,31E)-33-[(3S,4S,5S,6R)-4-Amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid

Base Information

• Chemical Name: (1S,15S,17R,18S,19E,21E,25E,27E,29E,31E)-33-[(3S,4S,5S,6R)-4-Amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid
• CAS No.: 114-90-9
• Molecular Formula: C₁₄H₁₆N₄O₃*2Cl
• Molecular Weight: 359.212
• European Community (EC) Number: 215-749-0
• NSC Number: 757237
• Wikipedia: Nystatin
• NCI Thesaurus Code: C710
• RXCUI: 7597
• Mol file: 114-90-9.mol

Synonyms:Fungicidin;Mycostatin;Nilstat;Nystatin;Nystatin A1;Nystatin A2;Nystatin A3;Nystatin G;Stamicin;Stamycin

Chemical Property of (1S,15S,17R,18S,19E,21E,25E,27E,29E,31E)-33-[(3S,4S,5S,6R)-4-Amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 216-219oC dec.
• Boiling Point: 1132.2°C at 760 mmHg
• Flash Point: 638.5°C
• PSA: 82.17000
• Density: 1.33g/cm³
• LogP: -5.48240
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 3
• Exact Mass: 925.50349992
• Heavy Atom Count: 65
• Complexity: 1620

Purity/Quality:

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

Obidoxime chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Drug Classes: Antifungal Agents
• Canonical SMILES: CC1C=CC=CCCC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(C(CCC(CC(CC(CC(=O)OC(C(C1O)C)C)O)O)O)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O
• Isomeric SMILES: C[C@H]1/C=C/C=C/CC/C=C/C=C/C=C/C=C/C(CC2C(C(C[C@](O2)(CC(C(CCC(CC(CC(CC(=O)O[C@H](C([C@@H]1O)C)C)O)O)O)O)O)O)O)C(=O)O)OC3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O
• Recent ClinicalTrials: Effects of Nystatin Suspension Oral Application on Oral Microbial Community
• Recent EU Clinical Trials: Chlorhexidine and nystatin in the treatment of oral candidosis - a pilot study
• Recent NIPH Clinical Trials: Prophylactic use of hydrocortisone containing mouthwash in the prevention of mTOR inhibitor-associated stomatitis
• Uses: Obidoxime Chloride is a cholinesterase reactivator. Cholinesterase reactivator antibacterial
• Therapeutic Function: Antidote

Technology Process of (1S,15S,17R,18S,19E,21E,25E,27E,29E,31E)-33-[(3S,4S,5S,6R)-4-Amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid

There total 3 articles about (1S,15S,17R,18S,19E,21E,25E,27E,29E,31E)-33-[(3S,4S,5S,6R)-4-Amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic 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: 50.0%

pyridine-4-carbaldehyde (872-85-5) + bis(2-chloromethyl)ether (542-88-1) → toxogonin (114-90-9,5046-13-9,24275-90-9,24275-91-0)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 6h; Sealed tube;

DOI:10.1016/j.cbi.2019.05.048

Reference yield:

→ obidoxime chloride (114-90-9,5046-13-9,24275-90-9,24275-91-0)

Guidance literature:

Pyridin-4-aldoxim, Bis-chlormethylether, wfr. CHCl3, 50grad;

Reference yield:

→ obidoxime (114-90-9,5046-13-9,24275-90-9,24275-91-0)

Guidance literature:

Pyridin-4-aldoxim, Bis-chlormethylether, wfr. CHCl3, 50grad;

upstream raw materials:

pyridine-4-carbaldehyde

bis(2-chloromethyl)ether

Downstream raw materials:

O-(O,O-diethylphosphoryl)obidoxime

4-nitro-phenol

Refernces

• 1、 -. "Bis-methylene ether pyridinium compound preparation". . . Retrieved 2008/06/13.