Integerrimine

Base Information Edit

Chemical Name:Integerrimine
CAS No.:480-79-5
Molecular Formula:C₁₈H₂₅NO₅
Molecular Weight:335.4
Hs Code.:
UNII:3179A6U4PN
ChEMBL ID:CHEMBL488203
DSSTox Substance ID:DTXSID601016480
Nikkaji Number:J2.941F,J107.103C
Wikidata:Q27106934
Mol file:480-79-5.mol

Synonyms:integerrimine;intergerrimine;senecionine;senecionine citrate (1:1);senecionine citratre;senecionine, (15E)-isomer;squalidine

Suppliers and Price of Integerrimine

Supply Marketing:Edit

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
Integerrimine
1mg
$ 435.00

Biosynth Carbosynth
Integerrimine
10 mg
$ 1200.00

Biosynth Carbosynth
Integerrimine
1 mg
$ 250.00

Arctom
Integerrimine ≥98%
5mg
$ 389.00

Total 12 raw suppliers

Chemical Property of Integerrimine Edit

Chemical Property:

Vapor Pressure:4.68E-15mmHg at 25°C
Melting Point:172°C
Refractive Index:1.5100 (estimate)
Boiling Point:563.7°Cat760mmHg
Flash Point:294.7°C
Density:1.25g/cm³
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:0
Exact Mass:335.17327290
Heavy Atom Count:24
Complexity:611

Purity/Quality:

99%, ^*data from raw suppliers

Integerrimine ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC=C1CC(C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)(C)O)C
Isomeric SMILES:C/C=C/1\C[C@H]([C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O)C
Description A pyrrolizidine alkaloid present in several species of Senecio and Crotalaria, being first obtained from S. integerrirnus Nutt. It yields a crystalline picrate, m.p. 224°C and on alkaline hydrolysis forms retronecine and integerrinecic acid, ClOH160 S, m.p. 132°C which is dibasic.
Uses Integerrimine is a pyrrolizidine alkaloid from Senecio leucanthemifolius poiret which displays antimicrobial activity.

Technology Process of Integerrimine

There total 81 articles about Integerrimine 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: 81.0%

: 157240-89-6
senecionine (methylthio)methyl ether

: 130-01-8,480-79-5,480-80-8,82535-12-4,86782-21-0
senecionine

Guidance literature:: With trityl tetrafluoroborate; In dichloromethane; for 6.5h; Ambient temperature;
DOI:10.1246/bcsj.67.1990

Reference yield: 81.0%

: 107338-96-5
integerrimine (methylthio)methyl ether

: 130-01-8,480-79-5,480-80-8,82535-12-4,86782-21-0
(-)-integerrimine

Guidance literature:: With trityl tetrafluoroborate; In dichloromethane; for 1.5h; Ambient temperature;
DOI:10.1016/S0040-4039(00)85017-0

Reference yield:

: 13588-16-4
senecic acid

: 130-01-8,480-79-5,480-80-8,82535-12-4,86782-21-0
senecionine

Guidance literature:: Multi-step reaction with 7 steps

2: Ac₂O / 24 h / 40 °C

3: 97 percent / 1 M aq. KOH / methanol / 2.5 h / Heating

4: DCC / CH₂Cl₂ / 2.5 h / Ambient temperature

5: 1.) Bu₂SnO / 1.) C₆H₆, reflux, 23 h, 2.) toluene, from 0 deg C to RT, 60 min

6: DMAP, (+/-)-10-camphorsulfonic acid, DCC / CHCl₃ / 144 h / Ambient temperature

7: 81 percent / triphenylcarbenium tetrafluoroborate / CH₂Cl₂ / 6.5 h / Ambient temperature

With dmap; potassium hydroxide; camphor-10-sulfonic acid; trityl tetrafluoroborate; acetic anhydride; di(n-butyl)tin oxide; dicyclohexyl-carbodiimide; In methanol; dichloromethane; chloroform;
DOI:10.1246/bcsj.67.1990