Nocardamine

Base Information

Chemical Name:Nocardamine
CAS No.:26605-16-3
Molecular Formula:C₂₇H₄₈N₆O₉
Molecular Weight:600.713
Hs Code.:
UNII:Q645668975
DSSTox Substance ID:DTXSID00181161
Nikkaji Number:J34.318H
Wikidata:Q27122069
Metabolomics Workbench ID:57426
ChEMBL ID:CHEMBL505734
Mol file:26605-16-3.mol

Synonyms:deferrioxamine E;nocardamin;nocardamine

Suppliers and Price of Nocardamine

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

TRC
Nocardamine
1mg
$ 205.00

Cayman Chemical
Nocardamine
1mg
$ 115.00

American Custom Chemicals Corporation
NOCARDAMINE 95.00%
5MG
$ 515.55

AK Scientific
Nocardamine
1mg
$ 255.00

Adipogen Life Sciences
Nocardamine ≥95%(HPLC)
5 mg
$ 480.00

Total 8 raw suppliers

Chemical Property of Nocardamine

Chemical Property:

Melting Point:192-195°
Boiling Point:°Cat760mmHg
PKA:8?+-.0.20(Predicted)
Flash Point:°C
PSA：208.92000
Density:1.162g/cm³
LogP:1.65360
Storage Temp.:-20°C
Solubility.:Soluble in DMSO (5 mg/ml)
XLogP3:-2.2
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:0
Exact Mass:600.34827713
Heavy Atom Count:42
Complexity:764

Purity/Quality:

98%Min ^*data from raw suppliers

Nocardamine ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CC1)O)O)O
Description Nocardamine is a ferrioxamine siderophore that has been found in Streptomyces and has diverse biological activities. It chelates iron in a chrome azurol S assay (IC50 = 9.9 μM). Nocardamine inhibits M. smegmatis and M. bovis biofilm formation (MIC = 10 μM for both), an effect that can be reversed by iron. It is cytotoxic to T47D, SK-MEL-5, SK-MEL-28, and RPMI-7951 cancer cells (IC50s = 6, 18, 12, and 14 μM, respectively). Nocardamine also induces morphological changes in BM-N4 insect cells.
Uses Nocardamine is a cyclic siderophore.

Technology Process of Nocardamine

There total 19 articles about Nocardamine 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: 100.0%

: 130946-44-0
1,12,23-tris(benzyloxy)-1,6,12,17,23,28-hexaazacyclotritriacontane-2,5,13,16,24,27-hexone

: 26605-16-3
nocardamine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 7h;
DOI:10.1016/S0040-4020(01)87913-8

Reference yield:

: 130946-43-9
5,16,27-tris(benzyloxy)-32-amino-4,12,15,23,26-pentaoxo-5,11,16,22,27-pentaazadotriacontanoic acid

: 26605-16-3
nocardamine

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / diphenylphosphoryl azide / dimethylformamide / 96 h / -1 - 8 °C

2: 100 percent / H₂ / 10percent Pd-C / methanol / 7 h

With diphenylphosphoranyl azide; hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)87913-8

Reference yield:

: 129245-21-2
O-benzyl-N-(5-aminopentyl)-N-(tert-butoxycarbonyl)hydroxylamine

: 26605-16-3
nocardamine

Guidance literature:: Multi-step reaction with 6 steps

1: 44 percent / DCC, DMAP / CH₂Cl₂ / 96 h / 0 deg C to r.t.

2: 2.46 g / TFA / CH₂Cl₂ / 1) 3 min, 0 deg C, 2) 17 min, without cooling

3: 78 percent / pyridine / 1.87 h / 101 °C

4: 21 percent / H₂, NH₃, conc.NH₄OH / Raney nickel W-2 / methanol / 3 h / 0 °C / 2947.7 - 3102.9 Torr

5: 54 percent / diphenylphosphoryl azide / dimethylformamide / 96 h / -1 - 8 °C

6: 100 percent / H₂ / 10percent Pd-C / methanol / 7 h

With pyridine; dmap; ammonium hydroxide; diphenylphosphoranyl azide; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; Raney nickel W-2; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)87913-8