11-Azaniumylundecanoate

Base Information

• Chemical Name: 11-Azaniumylundecanoate
• CAS No.: 2432-99-7
• Molecular Formula: C11H23NO2
• Molecular Weight: 201.309
• Hs Code.: 29224995
• Mol file: 2432-99-7.mol

Synonyms:

Chemical Property of 11-Azaniumylundecanoate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 8.39E-05mmHg at 25°C
• Melting Point: 188-191 °C(lit.)
• Refractive Index: 1.468
• Boiling Point: 334.87 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 156.324 °C
• PSA: 63.32000
• Density: 0.965 g/cm³
• LogP: 3.24090
• Storage Temp.: Store at 0-5°C
• Solubility.: 2g/l
• Water Solubility.: 2 g/L (20 ºC)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 201.172878976
• Heavy Atom Count: 14
• Complexity: 132

Purity/Quality:

99.9% ^*data from raw suppliers

11-Aminoundecanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: 52
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCC[NH3+])CCCCC(=O)[O-]
• Description: Aminoundecanoic acid can be used as a PROTAC linker in the synthesis of PROTACs. Aminoundecanoic acid is an alkane chain with terminal carboxlic acid and amine groups. The amino group (NH2) is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The terminal carboxylic acid can react with primary amine groups of activated NHS ester to form a stable amide bond.
• Uses: 11-Aminoundecanoic Acid is used to prepare thapsigargin analogues targeting apoptosis to prostatic cancer cells. It is also used to synthesize N-carboxyalkylpeptides containing extended alkyl residues at P1''as matrix metalloproteinase inhibitors.

Technology Process of 11-Azaniumylundecanoate

There total 35 articles about 11-Azaniumylundecanoate 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%

11-bromoundecanoic acid (2834-05-1) → 11-aminoundecanoic acid (2432-99-7,25587-80-8,84029-94-7)

Guidance literature:

With ammonium hydroxide; In water;

DOI:10.1021/acs.jmedchem.0c00851

Reference yield: 36.0%

12-Hydroxystearic acid (106-14-9,78642-86-1,8039-23-4,27924-99-8,860114-96-1) → 11-aminoundecanoic acid (2432-99-7,25587-80-8,84029-94-7)

Guidance literature:

With L-alanin; sodium hydroxide; In aq. buffer; at 35 ℃; for 2h; pH=8 - 9.5; Enzymatic reaction;

DOI:10.1002/adsc.201300784

Reference yield: 36.0%

Ricinoleic acid (141-22-0,27925-02-6,7431-95-0,84799-84-8) → 11-aminoundecanoic acid (2432-99-7,25587-80-8,84029-94-7)

Guidance literature:

With L-alanin; sodium hydroxide; In aq. buffer; at 35 ℃; for 2h; pH=8 - 9.5; Enzymatic reaction;

DOI:10.1002/adsc.201300784

upstream raw materials:

11-bromoundecanoic acid

11-(acetylamino)undecanoic acid

10-cyanodecanoic acid

butan-1-ol

Downstream raw materials:

N,N'-bis(10-methoxycarbonyldecyl)-p-xylylenediamine

11-Chloracetamino-undecansaeure

11-phthalimidoundecanamide

11-(tert-butoxycarbonylamino)undecanoic acid

Refernces

• 1、 -. "TARGET PROTEIN EED DEGRADATION-INDUCING DEGRADUCER, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR PREVENTING OR TREATING DISEASES RELATED TO EED, EZH2, OR PRC2, COMPRISING SAME AS ACTIVE INGREDIENT". . . Retrieved 2021/12/23.
• 2、 -. "CONJUGATED CHEMICAL INDUCERS OF DEGRADATION AND METHODS OF USE". Page/Page column 438. . Retrieved 2020/05/28.