Annamycin

Base Information

Chemical Name:Annamycin
CAS No.:92689-49-1
Molecular Formula:C₂₆H₂₅IO₁₁
Molecular Weight:640.382
Hs Code.:
European Community (EC) Number:807-585-9
UNII:SNU299M83Q
DSSTox Substance ID:DTXSID901027238
Nikkaji Number:J535.858B
Wikipedia:Annamycin
Wikidata:Q4767903
NCI Thesaurus Code:C2632
Metabolomics Workbench ID:149771
Mol file:92689-49-1.mol

Synonyms:2'-iodo-3'-hydroxy-4'-epi-4-demethoxydoxorubicin;annamycin

Suppliers and Price of Annamycin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Biosynth Carbosynth
Annamycin
250 mg
$ 175.00

Biosynth Carbosynth
Annamycin
100 mg
$ 88.00

Biosynth Carbosynth
Annamycin
50 mg
$ 51.00

Biosynth Carbosynth
Annamycin
500 mg
$ 305.00

Biosynth Carbosynth
Annamycin
1 g
$ 528.00

American Custom Chemicals Corporation
ANNAMYCIN 95.00%
0.5MG
$ 457.00

AK Scientific
Annamycin
500mg
$ 461.00

AK Scientific
Annamycin
250mg
$ 286.00

Total 13 raw suppliers

Chemical Property of Annamycin

Chemical Property:

Vapor Pressure:1.31E-28mmHg at 25°C
Refractive Index:1.763
Boiling Point:822.1 °C at 760 mmHg
PKA:7.75±0.60(Predicted)
Flash Point:451 °C
PSA：191.05000
Density:1.94 g/cm³
LogP:0.43980
XLogP3:2.2
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:4
Exact Mass:640.04416
Heavy Atom Count:38
Complexity:962

Purity/Quality:

99% ^*data from raw suppliers

Annamycin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C(C(C(C(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=CC=CC=C5C4=O)O)(C(=O)CO)O)I)O)O
Isomeric SMILES:C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=CC=CC=C5C4=O)O)(C(=O)CO)O)I)O)O
Recent EU Clinical Trials:PHASE 1B/2 STUDY OF LIPOSOMAL ANNAMYCIN (L-ANNAMYCIN) IN PATIENTS WITH PREVIOUSLY TREATED SOFT-TISSUE SARCOMAS WITH PULMONARY METASTASES (ANNA-SARC)
Uses Annamycin is used as a Topoisomerase II inhibitor, during apoptosis induction in cancer research for anti-tumor activity.

Technology Process of Annamycin

There total 6 articles about Annamycin 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: 41.0%

: 92689-48-0
(7S,9S)-14-O-(tert-butyldimethylsilyl)-4-demethoxy-7-O-(2,6-dideoyxy-2-iodo-α-L-mannopyranosyl)adriamycinone

: 92689-49-1
Annamycin

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0008-6215(84)85290-8

Reference yield:

: 81979-75-1,94169-54-7,99570-80-6
(+/-)-14-bromo-4-demethoxydaunomycinone

: 92689-49-1
Annamycin

Guidance literature:: Multi-step reaction with 5 steps

1: water / dimethylsulfoxide / 1 h / 80 °C

2: 54 percent / imidazole / dimethylformamide

3: 29 percent / N-iodosuccinimide / acetonitrile; tetrahydrofuran / 3 h

4: 51 percent / sodium methoxide, methanol

5: 41 percent / tetrabutylammonium fluoride / CH₂Cl₂; tetrahydrofuran

With 1H-imidazole; methanol; N-iodo-succinimide; tetrabutyl ammonium fluoride; water; sodium methylate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(84)85290-8

Reference yield:

: 92689-46-8,130195-68-5
14-O-(tert-butyldimethylsilyl)-4-demethoxyadriamycinone

: 92689-49-1
Annamycin

Guidance literature:: Multi-step reaction with 3 steps

1: 29 percent / N-iodosuccinimide / acetonitrile; tetrahydrofuran / 3 h

2: 51 percent / sodium methoxide, methanol

3: 41 percent / tetrabutylammonium fluoride / CH₂Cl₂; tetrahydrofuran

With methanol; N-iodo-succinimide; tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(84)85290-8