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3-Amino-2-azepanone, also known as 3-Aminoazepan-2-one, is an organic compound with the molecular formula C5H10N2O. It is a heterocyclic compound containing an azepanone ring and an amino group. 3-Amino-2-azepanone is a key intermediate in the synthesis of various pharmaceuticals and bioactive molecules.

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  • 17929-90-7 Structure
  • Basic information

    1. Product Name: 3-Amino-2-azepanone
    2. Synonyms: (R/S)-ALPHA-AMINO-OMEGA-CAPROLACTAM;3-AMINOHEXAHYDRO-2H-AZEPIN-2-ONE;3-AMINO-AZEPAN-2-ONE;3-AMINO-2-AZEPANONE;(+/-)-ALPHA-AMINO-OMEGA-CAPROLACTAM;(+/-)-ALPHA-AMINO-EPSILON-CAPROLACTAM;DL-ALPHA-AMINO-EPSILON-CAPROLACTAM;DL-A-AMINO-E-CAPROLACTAM
    3. CAS NO:17929-90-7
    4. Molecular Formula: C6H12N2O
    5. Molecular Weight: 128.17
    6. EINECS: 211-584-3
    7. Product Categories: N/A
    8. Mol File: 17929-90-7.mol
  • Chemical Properties

    1. Melting Point: 77°C
    2. Boiling Point: 172 °C / 13mmHg
    3. Flash Point: 137°C
    4. Appearance: /
    5. Density: 1.031g/cm3
    6. Vapor Pressure: 0.000446mmHg at 25°C
    7. Refractive Index: 1.47
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 3-Amino-2-azepanone(CAS DataBase Reference)
    11. NIST Chemistry Reference: 3-Amino-2-azepanone(17929-90-7)
    12. EPA Substance Registry System: 3-Amino-2-azepanone(17929-90-7)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 22-36/37/38-20/22
    3. Safety Statements: 26
    4. WGK Germany: 3
    5. RTECS:
    6. F: 10-23
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 17929-90-7(Hazardous Substances Data)

17929-90-7 Usage

Uses

Used in Pharmaceutical Industry:
3-Amino-2-azepanone is used as a key intermediate in the synthesis of Triazolgoquinazolinamino Azepanones and Diazepanones, which are a class of compounds with potential therapeutic applications. These compounds have been reported to exhibit various biological activities, including anti-inflammatory, analgesic, and antipyretic properties.
Used in AHR Inhibitors:
3-Amino-2-azepanone is also used in the preparation of Triazoloquinazolinyl Amino Acid Amides, which act as AHR (aryl hydrocarbon receptor) inhibitors. AHR is a transcription factor that plays a crucial role in the regulation of various cellular processes, including cell proliferation, differentiation, and apoptosis. Inhibition of AHR has been implicated in the treatment of various diseases, such as cancer, neurodegenerative disorders, and inflammatory conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 17929-90-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,9,2 and 9 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 17929-90:
(7*1)+(6*7)+(5*9)+(4*2)+(3*9)+(2*9)+(1*0)=147
147 % 10 = 7
So 17929-90-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H12N2O/c7-5-3-1-2-4-8-6(5)9/h5H,1-4,7H2,(H,8,9)

17929-90-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-aminoazepan-2-one

1.2 Other means of identification

Product number -
Other names 3-AMINO-2-AZEPANONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:17929-90-7 SDS

17929-90-7Relevant articles and documents

Isolation and characterization of racemase from Ensifer sp. 23-3 that acts on α-aminolactams and α-amino acid amides

Matsui, Daisuke,Fuhshuku, Ken-ichi,Nagamori, Shingo,Takata, Momoko,Asano, Yasuhisa

, p. 1503 - 1510 (2017)

Limited information is available on α-amino-ε-caprolactam (ACL) racemase (ACLR), a pyridoxal 5′-phosphate-dependent enzyme that acts on ACL and α-amino acid amides. In the present study, eight bacterial strains with the ability to racemize α-amino-ε-caprolactam were isolated and one of them was identified as Ensifer sp. strain 23-3. The gene for ACLR from Ensifer sp. 23-3 was cloned and expressed in Escherichia coli. The recombinant ACLR was then purified to homogeneity from the E. coli transformant harboring the ACLR gene from Ensifer sp. 23-3, and its properties were characterized. This enzyme acted not only on ACL but also on α-amino-δ-valerolactam, α-amino-ω-octalactam, α-aminobutyric acid amide, and alanine amide.

Reaction of Metal Alkoxides with Lysine: Substitution of Alkoxide Ligands vs. Lactam Formation

Metelkina, Olga,Schubert, Ulrich

, p. 1065 - 1069 (2003)

Reaction of Ti(OEt)4 with lysine results in the formation of Ti(OEt)3(lysinate), as previously reported. Contrary to that, Al(OsBu)3 only catalyzes the formation of 3-aminocaprolactam, and no substitution produc

Influence of cyclodextrin on the UCST- and LCST-Behavior of poly(2-methacrylamido-caprolactam)- Co-(N,N-dimethylacrylamide)

Burkhart, Alexander,Ritter, Helmut

, p. 1951 - 1958 (2014)

The monomer 2-methacrylamido-caprolactam (4) was synthesized from methacryloyl chloride (3) and racemic a-amino-e-caprolactam (2). Copolymerization of 4 with N,N-dimethylacrylamide (5) was carried out by a free-radical mechanism using 2,2- azobis(2-methylpropionitrile) (AIBN) as an initiator. The new copolymers show a lower critical solution temperature (LCST) in water and an upper critical solution temperature (UCST) in ethanol, 1-propanol, and 1-butanol. The solubility properties of the copolymers can be influenced significantly by the addition of randomly methylated ss-cyclodextrin (CD). The complexation of the copolymers with CD, was confirmed by the use of ROESY-NMR-spectroscopy.

Seven-membered cyclic lysine derivative monomer and preparation method thereof, and antibacterial poly(epsilon-lysine) derivative and preparation method thereof

-

Paragraph 0061-0062, (2020/05/30)

The invention relates to a seven-membered cyclic lysine derivative monomer and a preparation method thereof, and an antibacterial poly(epsilon-lysine) derivative and a preparation method thereof. According to the invention, a lactam monomer is formed thro

Organocatalytic Decarboxylation of Amino Acids as a Route to Bio-based Amines and Amides

Claes, Laurens,Janssen, Michiel,De Vos, Dirk E.

, p. 4297 - 4306 (2019/08/26)

Amino acids obtained by fermentation or recovered from protein waste hydrolysates represent an excellent renewable resource for the production of bio-based chemicals. In an attempt to recycle both carbon and nitrogen, we report here on a chemocatalytic, metal-free approach for decarboxylation of amino acids, thereby providing a direct access to primary amines. In the presence of a carbonyl compound the amino acid is temporarily trapped into a Schiff base, from which the elimination of CO2 may proceed more easily. After evaluating different types of aldehydes and ketones on their activity at low catalyst loadings (≤5 mol%), isophorone was identified as powerful organocatalyst under mild conditions. After optimisation many amino acids with a neutral side chain were converted in 28–99 % yield in 2-propanol at 150 °C. When the reaction is performed in DMF, the amine is susceptible to N-formylation. This consecutive reaction is catalysed by the acidity of the amino acid reactant itself. In this way, many amino acids were efficiently transformed to the corresponding formamides in a one-pot catalytic system.

Α-amino-ε-caprolactam producing method

-

Paragraph 0022-0037, (2018/08/04)

PROBLEM TO BE SOLVED: To provide a method for producing α-amino-ε-caprolactam from lysine or a salt thereof by using a nonpolar solvent which is easily recovered and recycled in place of a polar solvent such as an alcohol. SOLUTION: The problem is solved by the method for producing α-amino-ε-caprolactam, in which lysine or a salt thereof is dehydrated and cyclized in the presence of the mixed solvent of the nonpolar solvent and water kept at a temperature of 200-400°C and a pressure of 5-40 MPa. An amount of water to be used is reduced, and corrosion of a reactor is alleviated, and the nonpolar solvent is easily recovered and recycled. COPYRIGHT: (C)2012,JPO&INPIT

N,N′-(Hexane-1,6-diyl)bis(4-methyl-N-(oxiran-2-ylmethyl) benzenesulfonamide): Synthesis via cyclodextrin mediated N-alkylation in aqueous solution and further Prilezhaev epoxidation

Fischer, Julian,Millan, Simon,Ritter, Helmut

supporting information, p. 2834 - 2840 (2014/01/06)

N-alkylation of N,N′-(hexane-1,6-diyl)bis(4-methylbenzenesulfonamide) with allyl bromide and subsequent Prilezhaev reaction with m-chloroperbenzoic acid to give N,N′-(hexane-1,6-diyl)bis(4-methyl-N-(oxiran-2-ylmethyl) benzenesulfonamide) is described. Thi

Oligomeric epoxide-amine adducts based on 2-amino-N-isopropylacetamide and a-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing properties

Fischer, Julian,Ritter, Helmut

, p. 2803 - 2811 (2014/01/06)

2-Amino-N-isopropylacetamide and α-amino-ε-caprolactam were reacted with glycerol diglycidyl ether to give novel oligomeric thermoresponsive epoxide-amine adducts. These oligomers exhibit a lower critical solution temperature (LCST) behavior in water. The solubility properties were influenced with randomly methylated β-cyclodextrin (RAMEB-CD) and the curing properties of the amine-epoxide mixtures were analyzed by oscillatory rheology and differential scanning calorimetry, whereby significant differences in setting time, viscosity, and stiffness were observed.

Amino-caprolactam derivatives as γ-secretase inhibitors

Parker, Michael F.,Bronson, Joanne J.,Barten, Donna M.,Corsa, Jason A.,Du, Wengsheng,Felsenstein, Kevin M.,Guss, Valerie L.,Izzarelli, Darcy,Loo, Alice,McElhone, Kate E.,Marcin, Larry R.,Padmanabha, Ramesh,Pak, Roger,Polson, Craig T.,Toyn, Jeremy H.,Varma, Sam,Wang, Jian,Wong, Victoria,Zheng, Ming,Roberts, Susan B.

, p. 5790 - 5795 (2008/03/13)

A series of amino-caprolactam sulfonamides were developed from a screening hit. Compounds with good in vitro and in vivo γ-secretase activity are reported.

Oligomeric aminodiol-containing compounds, libraries thereof, and process of preparing the same

-

, (2008/06/13)

Oligomeric compounds comprising a plurality of aminodiol monomer subunits joined by linking groups are provided, as well as libraries of such compounds and processes for preparing the oligomeric compounds and libraries.

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