3-Dimethylaminopropylamine

Base Information

• Chemical Name: 3-Dimethylaminopropylamine
• CAS No.: 109-55-7
• Deprecated CAS: 68497-58-5,1190921-64-2
• Molecular Formula: C5H14N2
• Molecular Weight: 102.18
• Hs Code.: 2921.29
• European Community (EC) Number: 203-680-9
• ICSC Number: 1227
• NSC Number: 1067
• UN Number: 2734,1993
• UNII: I98I2UEC03
• DSSTox Substance ID: DTXSID5025102
• Nikkaji Number: J50.732F
• Wikipedia: Dimethylaminopropylamine
• Wikidata: Q5277328
• RXCUI: 1661327
• ChEMBL ID: CHEMBL1232234
• Mol file: 109-55-7.mol

Synonyms:3-(dimethylamino)-1-propylamine;3-dimethylaminopropylamine;3-dimethylaminopropylamine, conjugate diacid;dimethylpropanediamine;DMAPA propylamine;N,N-dimethyl-1,3-propanediamine;N1,N1-dimethyl-1,3-propylenediamine

Chemical Property of 3-Dimethylaminopropylamine

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 5 mm Hg ( 20 °C)
• Melting Point: -60 °C
• Refractive Index: 1.4350
• Boiling Point: 107.8 °C at 760 mmHg
• PKA: 10.13±0.10(Predicted)
• Flash Point: 9.1 °C
• PSA: 29.26000
• Density: 0.803 g/cm³
• LogP: 0.59710
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Water Solubility.: SOLUBLE
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 102.115698455
• Heavy Atom Count: 7
• Complexity: 35.1
• Transport DOT Label: Corrosive Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

N,N-dimethyl-1,3-Propanediamine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-22-34-43-21/22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CN(C)CCCN
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation of the vapour may cause lung oedema. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• General Description: 3-Dimethylaminopropylamine (3-(dimethylamino)propylamine) was identified as a key functional group in non-carbohydrate inhibitors of aminoglycoside-modifying enzymes (AGMEs). Its presence was crucial for enzyme recognition and inhibition, particularly in competitive inhibitors targeting AGMEs such as ANT(200) and APH(30). This highlights its potential role in developing novel inhibitors to counteract bacterial resistance to aminoglycoside antibiotics.

Technology Process of 3-Dimethylaminopropylamine

There total 23 articles about 3-Dimethylaminopropylamine 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: 99.98%

α-(dimethylamino)-propionitrile (5350-67-4) → propylamine (107-10-8,42939-71-9) + N,N,N'N'-tetramethyl-1,3-propanediamine (110-95-2) + 1-amino-3-(dimethylamino)propane (109-55-7) + N,N-bis-(3-dimethylaminopropyl)amine (6711-48-4,86003-72-7)

Guidance literature:

With caustic; hydrogen; nickel catalyst Degussa MC₅₀₂; In water; at 90 ℃; for 0.45h; under 5932.2 Torr; Product distribution / selectivity;

Reference yield: 99.98%

3-dimethylaminopropiononitrile (1738-25-6) → 1-amino-3-(dimethylamino)propane (109-55-7)

Guidance literature:

With potassium hydroxide; sodium hydroxide; hydrogen; Ni-MC₅₀₂; In water; at 90 ℃; under 5932.2 Torr;

Reference yield: 71.0%

→ N,N-8-Triethyl-8H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,49 triazolo[1,5-a]pyrimidin-5-amine + 1-amino-3-(dimethylamino)propane (109-55-7)

Guidance literature:

upstream raw materials:

3-aminopropyl hydrogen sulfate

dimethyl amine

3-dimethylaminopropiononitrile

N,N-dimethyl-N-(3-phthalimidopropyl)amine

Downstream raw materials:

N,N-dimethyl-N'-(1-methyl-[3]piperidyl)-propanediyldiamine

N,N-dimethyl-N-(3-phthalimidopropyl)amine

N⁴-(3-dimethylamino-propyl)-5,6-dimethyl-pyrimidine-2,4-diyldiamine

N⁴-(3-dimethylamino-propyl)-5-nitro-pyrimidine-4,6-diyldiamine

Refernces

Discovery of non-carbohydrate inhibitors of aminoglycoside-modifying enzymes

10.1016/j.bmc.2005.06.059

The research aimed to develop new non-carbohydrate inhibitors to combat bacterial resistance to aminoglycoside antibiotics. The study focused on designing inhibitors containing the 1,3-diamine pharmacophore, a common motif in aminoglycosides, and synthesizing a library of molecules with various side chains attached to this motif. The key chemicals used included primary amines A–I, 1,3-dichloropropane for the initial synthesis, and acryloyl chloride for an alternate synthetic route. The researchers identified several diamines that inhibited multiple aminoglycoside-modifying enzymes (AGMEs), with compound G,H being the first non-carbohydrate inhibitor competitive with the aminoglycoside substrate for ANT(200), and compound H,I acting as a competitive inhibitor for both APH(30) and ANT(200) with respect to metal–ATP. The study concluded that the presence of specific functional groups, such as amine H (3-(dimethylamino)propylamine), was crucial for enzyme recognition and inhibition. The findings suggest that this approach could lead to the development of more potent non-carbohydrate inhibitors of AGMEs, potentially restoring the efficacy of aminoglycoside antibiotics against resistant bacteria.