Asperphenamate

Base Information

Chemical Name:Asperphenamate
CAS No.:63631-36-7
Molecular Formula:C₃₂H₃₀N₂O₄
Molecular Weight:506.601
Hs Code.:
UNII:2H4MD59YVT
Nikkaji Number:J37.388E
Wikidata:Q103815806
Metabolomics Workbench ID:139154
ChEMBL ID:CHEMBL496238
Mol file:63631-36-7.mol

Synonyms:asperphenamate

Suppliers and Price of Asperphenamate

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

ChemScene
Asperphenamate ≥98.0%
10mg
$ 800.00

ChemScene
Asperphenamate ≥98.0%
5mg
$ 580.00

Cayman Chemical
Asperphenamate ≥95%
5mg
$ 1014.00

Cayman Chemical
Asperphenamate ≥95%
1mg
$ 271.00

Adipogen Life Sciences
Asperphenamate ≥95%(HPLC)
1 mg
$ 270.00

Adipogen Life Sciences
Asperphenamate ≥95%(HPLC)
250 μg
$ 90.00

Total 8 raw suppliers

Chemical Property of Asperphenamate

Chemical Property:

Vapor Pressure:6.6E-24mmHg at 25°C
Boiling Point:774.3°Cat760mmHg
Flash Point:422.1°C
PSA：84.50000
Density:1.198g/cm³
LogP:5.39400
XLogP3:6.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:12
Exact Mass:506.22055744
Heavy Atom Count:38
Complexity:732

Purity/Quality:

97% ^*data from raw suppliers

Asperphenamate ≥98.0% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C(C=C1)CC(COC(=O)C(CC2=CC=CC=C2)NC(=O)C3=CC=CC=C3)NC(=O)C4=CC=CC=C4
Isomeric SMILES:C1=CC=C(C=C1)C[C@@H](COC(=O)[C@H](CC2=CC=CC=C2)NC(=O)C3=CC=CC=C3)NC(=O)C4=CC=CC=C4
Description Asperphenamate is a fungal secondary metabolite originally isolated from A. flavipes. It inhibits proliferation of T47D and MDA-MB-231 breast and HL-60 leukemia cancer cell lines (IC50s = 92.3, 96.5, and 97.9 μM, respectively) and inhibits yeast α-glucosidase activity (IC50 = 8.3 μM).
Uses Asperphenamate is an α-glucosidase inhibitor isolated from Penicillium spathulatum. Asperphenamate exhibits anticancer properties and is used to synthesize N-Benzoyl-O-(N''-(1-benzyloxycarbonyl-4-piperidiylcarbonyl)-D-phenylalanyl)-D-phenylalaninol (BBP), an asperphenamate derivative that inhibits human breast carcinoma MCF-7 cell growth.

Technology Process of Asperphenamate

There total 18 articles about Asperphenamate 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:

: 1042715-33-2
C₂₅H₂₆N₂O₃

: 98-88-4
benzoyl chloride

: 63631-36-7,90119-83-8
(R)-2-Benzoylamino-3-phenyl-propionic acid (S)-2-benzoylamino-3-phenyl-propyl ester

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1016/j.cclet.2009.10.004

Reference yield:

: 67736-12-3
(S)-2-Amino-3-phenyl-propionic acid (S)-2-benzoylamino-3-phenyl-propyl ester

: 98-88-4
benzoyl chloride

: 90119-83-8,63631-36-7
(S)-N-benzoylphenylalanine-(S)-2-benzamide-3-phenylpropyl ester

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1016/j.cclet.2009.10.004

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 90119-83-8,63631-36-7
(S)-N-benzoylphenylalanine-(S)-2-benzamide-3-phenylpropyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate; sulfuric acid; iodine / tetrahydrofuran / Reflux

2: potassium carbonate / methanol / 20 °C

3: 1,1'-carbonyldiimidazole / chloroform / 20 °C

4: hydrogenchloride / water; ethyl acetate / 20 °C

5: pyridine / 20 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; sulfuric acid; iodine; potassium carbonate; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; chloroform; water; ethyl acetate;
DOI:10.1016/j.bmcl.2012.01.101