421-49-8

Basic information

• Product Name: 1,1,1-TRIFLUORO-ISOPROPYLAMINE
• Synonyms: 1,1,1-TRIFLUORO-ISOPROPYLAMINE;1,1,1-trifluoropropan-2-amine;(2,2,2-trifluoro-1-methylethyl)amine(SALTDATA: HCl);(2,2,2-Trifluoro-1-methylethyl)amine;2-Amino-1,1,1-trifluoropropane;1,1,1-Trifluoro-2-propanaMine;1,1,1-Trifluoro-2-aMinopropane;1,1,1-Trifluoroprop-2-ylaMine
• CAS NO: 421-49-8
• Molecular Formula: C₃H₆F₃N
• Molecular Weight: 113.08
• Product Categories: Aromatics;Intermediates
• Mol File: 421-49-8.mol

Chemical Properties

• Melting Point: 0°C
• Boiling Point: 0°C
• Flash Point: 0°C
• Appearance: /
• Density: 1.148 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 5.82±0.50(Predicted)
• CAS DataBase Reference: 1,1,1-TRIFLUORO-ISOPROPYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-TRIFLUORO-ISOPROPYLAMINE(421-49-8)
• EPA Substance Registry System: 1,1,1-TRIFLUORO-ISOPROPYLAMINE(421-49-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• RIDADR: 2734
• HazardClass: IRRITANT
• Hazardous Substances Data: 421-49-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,1,1-TRIFLUORO-ISOPROPYLAMINE is used as a building block for the synthesis of pharmaceutical compounds, specifically for the development of hNav1.7 channel blockers and anti-cancer agents. Its unique chemical properties and reactivity make it an essential component in the creation of these therapeutic agents.
1,1,1-TRIFLUORO-ISOPROPYLAMINE is used as a key intermediate in the synthesis of hNav1.7 channel blockers for the treatment of pain management. 1,1,1-TRIFLUORO-ISOPROPYLAMINE's ability to form stable and bioactive molecules allows for the development of effective pain relief medications with fewer side effects.
Additionally, 1,1,1-TRIFLUORO-ISOPROPYLAMINE is used in the synthesis of anti-cancer agents, where it contributes to the development of drugs that target and inhibit the growth of cancer cells. Its unique structure and reactivity enable the creation of potent and selective cancer therapies, offering new treatment options for patients with various types of cancer.

Upstream product

• 431-40-3 1,1,1-trifluoro-propanone-oxime 
• 302-72-7 rac-Ala-OH 
• 917-64-6 methyl magnesium iodide 
• 353-85-5 trifluoroacetonitrile 
• 119561-24-9 N-benzylidene(1,1,1-trifluoroisopropyl)amine 
• 58219-97-9 1,1,1-trifluoropropan-2-yl 4-methylbenzenesulfonate 
• 119561-23-8 N-1,1,1-trifluoropropan-2-ylidene-1-phenylmethanamine 
• 34226-10-3 1,1,1-trifluoropropanone oxime 

Downstream Products

• 849549-79-7 C₂₄H₂₉F₃N₂O 
• 125278-10-6 (S)-1,1,1-trifluoropropan-2-amine 
• 1589570-32-0 (R)-N-(1,1,1-trifluoropropan-2-yl)acetamide 
• 1612172-29-8 (2-chloro-5-nitropyridin-4-yl)-(2,2,2-trifluoro-1-methylethyl)amine 
• 6189-11-3 2-Diazo-1,1,1-trifluoropropane 

Relevant articles and documents

Preparation method of 1, 1, 1-trifluoroisopropylamine

The invention discloses a preparation method of 1, 1, 1-trifluoroisopropylamine, which comprises the following steps: (1) reacting 1, 1, 1-trifluoroisopropanol serving as a raw material with a sulfonyl chloride compound under the action of organic alkali to obtain a 1, 1, 1-trifluoroisopropyl sulfonate compound; (2) carrying out amination reaction on the 1, 1, 1-trifluoroisopropyl sulfonate compound and ammonia gas in a polar aprotic solvent; and (3) rectifying the reaction liquid to obtain the 1, 1, 1-trifluoroisopropylamine. The method has the advantages of easily available raw materials, mild conditions, high yield and the like, and is suitable for industrial large-scale production.

Economical and practical strategies for synthesis of α-trifluoromethylated amines

A powerful approach to synthesize α-trifluoromethylated amines has been developed. The method is operationally simple, broad in substrate scope and amenable to scale-up using trifluoroacetic anhydride. Meanwhile, the strategy not only provided a versatile approach to synthesize α-trifluoromethylated amines but also provides a new method for exploring the new reactivity of trifluoroacetic anhydride.

Chemoenzymatic dynamic kinetic resolution of α-trifluoromethylated amines: Influence of substitutions on the reversed stereoselectivity

Enzymatic resolution of α-trifluoromethylated amines via kinetic resolution (KR), dynamic kinetic resolution (DKR) employing CALB-Pd/Al 2O3, and a one-pot sequential process of KR/DKR/KR was investigated comparatively for the first time. Although CALB-catalyzed KR of α-trifluoromethylated amines with substituents of methyl (1a), isopropyl (1c), phenyl (1d) and benzyl group (1e) can provide good stereoselectivity factors E from 31 to >200 respectively, DKR and sequential process of KR/DKR/KR possess better practical application potential because of the higher conversion (62%-84%) and the similar enantiomeric excesses (90%-99%). The enantiopreference and inversion for the α-trifluoromethylated amines displayed by CALB were observed and explained by docking modes. Namely, for 1,1,1-trifluoro-2-propylamine (1a), the product amide with R-configuration was obtained, and the enantiopreference was converted to S for the amines (1b-1e) with substituents larger than methyl group. The catalysts recycle, and scale-up experiments were demonstrated successfully. All these results indicated the high efficiency and green feature of this enzymatic process, and its application significance.

Biomimetic reductive amination under the continuous-flow reaction conditions

This study present a full account of continuous-flow reaction conditions for biomimetic reductive amination of fluorinated carbonyl compounds to corresponding amines and amino acids of biomedical importance. We demonstrate that simple silica-adsorbed DBU can be used as efficient catalysts for on-column 1,3-proton shift reaction, a key transformation in the biomimetic reductive amination process. This new on-column process features operationally convenient conditions, higher chemical yields, enantioselectivity and purity of the corresponding products as compared with traditional in-flask reactions. Moreover the removal of base-catalyst, the most delicate problem of the in-flask reactions, is not an issue in the on-column process, as the silica-adsorbed DBU or polymer-bound guanidine remains on the column and can be reused. This feature renders the overall process substantially more economical and synthetically efficient, in particular, for large-scale synthesis of the corresponding fluorinated amines and amino acids target.

ANTIVIRAL 4-AMINOCARBONYLAMINO-SUBSTITUTED IMIDAZOLE COMPOUND

The invention relates to the substituted imidazoles of formula (I) and to methods for producing the same, to their use in the treatment and/or prophylaxis of diseases and to their use for producing drugs for use in the treatment and/or prophylaxis of diseases, especially for use as antiviral agents, especially against cytomegaloviruses.

Process for preparing a 1,1,1-trifluoro-2-aminoalkane

The invention relates to a process for the preparation of a 1,1,1-trifluoro-2-aminoalkane of formula I STR1 wherein R1 represents an optionally substituted alkyl group; which comprises heating a mixture consisting essentially of a compound of formula II STR2 wherein R1 has the meaning given, and R2 represents an optionally substituted aryl group, a primary amine, and optionally a base and/or an inert diluent, whereby the compound of formula I is removed by distillation during the heating procedure.

Process for preparing a 1,1,1-trifluoro-2-aminoalkane

The invention relates to a process for the preparation of a 1,1,1-trifluoro-2-aminoalkane of formula I whereinR1 represents an optionally substituted alkyl group; which comprisesheating a mixture consisting essentially of a compound of formula II whereinR1 has the meaning given, andR2 represents an optionally substituted aryl group,a primary amine, and optionally a base and/or an inert diluent, whereby the compound of formula I is removed by distillation during the heating procedure.

Synthesis of α-nitroalkyl and α-perfluoroalkylamines by reduction with a system NaBH4-CH3COOH of condensation products of perfluoroalkylnitriles with carbanions

Synthesis of α-perflouroalkylamines giving yields within the range 14-78% was developed. The method consisted in condensation of nitriles of the perfluorocarboxylic acids with carbonions (sodium salts of nitromethane and nitroethane, methylmagnesium iodide) followed by reduction of the reaction products with the system NaBH4-CH3COOH. Reduction of ethyl 3-amino-4,4,4-trifluoro-2-cyano-2-butenoate under similar conditions afforded a product of reductive deamination, ethyl 4,4,4-trifluoro2-cyanobutanoate.

Substituted biphenyl isoxazole sulfonamides

Compounds of the formula STR1 inhibit the activity of endothelin. The symbols are defined as follows: R1, R2, R3 and R4 are each directly bonded to a ring carbon and are each independently (a) hydrogen; (b) alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl, aryloxy, aralkyl or aralkoxy, any of which may be substituted with Z1, Z2 and Z3 ; (c) halo; (d) hydroxyl; (e) cyano; (f) nitro; (g) --C(O)H or --C(O)R5 ; (h) --CO2 H or --CO2 R5 ; (i) --Z4 --NR6 R7 ; (j) --Z4 --N(R10)--Z5 --NR8 R9 ; or (k) R3 and R4 together may also be alkylene or alkenylene, either of which may be substituted with Z1, Z2 and Z3, completing a 4- to 8-membered saturated, unsaturated or aromatic ring together with the carbon atoms to which they are attached; and the remaining symbols are as defined in the specification.