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(4R)-4-aminoisoxazolidin-3-one

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Identification
Molecular formula
C3H6N2O2
CAS number
72445-46-4
IUPAC name
(4R)-4-aminoisoxazolidin-3-one
State
State

At room temperature, (4R)-4-aminoisoxazolidin-3-one exists as a solid, typically crystallized in its natural state.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.00
Boiling point (Celsius)
298.00
Boiling point (Kelvin)
571.00
General information
Molecular weight
102.09g/mol
Molar mass
102.0940g/mol
Density
1.4000g/cm3
Appearence

(4R)-4-Aminoisoxazolidin-3-one is typically a white to off-white crystalline solid, displaying a uniform appearance in its pure form.

Comment on solubility

Solubility of (4R)-4-aminoisoxazolidin-3-one

(4R)-4-aminoisoxazolidin-3-one, with the chemical formula C3H6N2O2, exhibits interesting solubility characteristics that are worth noting.

General Solubility Behavior

This compound is expected to be soluble in polar solvents due to its ability to form hydrogen bonds:

  • Water: Likely soluble because of the presence of both amino and hydroxyl groups, which can engage in strong intermolecular interactions.
  • Organic Solvents: May show variable solubility in low-polarity organic solvents.

Factors Affecting Solubility

The solubility of (4R)-4-aminoisoxazolidin-3-one can be influenced by several factors:

  • Temperature: Increased temperature often enhances solubility in most solvents.
  • pH Level: The ionization state of the amino and hydroxyl groups can significantly impact solubility in aqueous solutions.

In summary, the solubility of (4R)-4-aminoisoxazolidin-3-one offers fascinating insights into its potential applications in various fields such as medicinal chemistry. Understanding its solubility profile is crucial for its formulation in drug delivery systems.

Interesting facts

Interesting Facts about (4R)-4-aminoisoxazolidin-3-one

(4R)-4-aminoisoxazolidin-3-one is a fascinating compound that falls within the category of isoxazolidines, a group notable for their unique five-membered ring structure featuring both nitrogen and oxygen. Here are some key points of interest regarding this compound:

  • Biological Significance: This compound has been studied for its potential applications in medicinal chemistry, particularly for its role in synthesizing various pharmaceutical agents.
  • Synthetic Pathways: Scientists have developed several synthetic routes to create (4R)-4-aminoisoxazolidin-3-one, showcasing its versatility in organic synthesis. This makes it an essential building block for other more complex molecules.
  • Chiral Center: Its designation as (4R) indicates that it possesses chirality, which is crucial in drug development as different enantiomers can have vastly different biological activities.
  • Research Applications: The compound has drawn attention for its potential role in studies related to protein interactions and enzymatic functions, contributing to a better understanding of biological mechanisms.
  • Safety Profile: Like many amine-containing compounds, (4R)-4-aminoisoxazolidin-3-one's reactivity can make it a subject of careful handling and study to assess its safety and environmental impact.

The exploration of (4R)-4-aminoisoxazolidin-3-one illustrates the intricate relationship between chemical structure and function, revealing the compound's place in both organic chemistry and its potential contributions to drug discovery.

In the words of renowned chemist R. B. Woodward, "The beauty of chemistry resides in its ability to create and manipulate complex structures to achieve desired functions." This sentiment perfectly captures the essence of compounds like (4R)-4-aminoisoxazolidin-3-one in the scientific arena.

Synonyms
D-cycloserine
cycloserine
68-41-7
Seromycin
orientomycin
Oxamycin
Cyclo-D-serine
Cicloserina
Cyclorin
Farmiserina
Miroseryn
Tisomycin
Wasserina
Closina
D-4-amino-3-isoxazolidinone
Cycloserinum
(+)-4-Amino-3-isoxazolidinone
alpha-Cycloserine
D-4-amino-3-isoxazolidone
Miroserina
Novoserin
Tebemicina
(4R)-4-amino-1,2-oxazolidin-3-one
(R)-4-AMINOISOXAZOLIDIN-3-ONE
Oxamicina
(4R)-4-aminoisoxazolidin-3-one
(+)-Cycloserine
Cycloserin
Micoserina
PA 94
D-(+)-Cycloserine
D-Oxamycin
PA-94
3-Isoxazolidinone, 4-amino-, (4R)-
(R)-4-AMINO-ISOXAZOLIDIN-3-ONE
3-Isoxazolidinone, 4-amino-, (R)-
E-733-A
D-4-Amino-3-isossazolidone
RO-1-9213
D-CS
Cycloserinum [INN-Latin]
HSDB 3218
Cicloserina [INN-Spanish]
3-Isoxazolidinone, 4-amino-, d-
K-300
(R)-4-Amino-3-isoxazolidone
3-Isoxazolidinone, 4-amino-, (+)-
NSC 154851
I-1431
CHEBI:40009
D-Oxamicina
AI3-50153
EINECS 200-688-4
UNII-95IK5KI84Z
BRN 0080798
95IK5KI84Z
DTXSID8022870
D-Cycloserine, synthetic
D-Cycloserine (Standard)
MFCD00005353
NSC-76029
DCS
CHEMBL771
NSC-154851
C3H6N2O2
SC-49088
DTXCID902870
Cycloserine [USP:INN:BAN:JAN]
4-27-00-05549 (Beilstein Handbook Reference)
CAS-68-41-7
NCGC00016306-01
Oxamicina [Italian]
Cicloserina [Italian]
Cycloserinum (INN-Latin)
Cicloserina (INN-Spanish)
CYCLOSERINE (MART.)
CYCLOSERINE [MART.]
R-4-Amino-3-isoxazolidinone
Cycloserine, D-
Closerin
CYCLOSERINE (USP IMPURITY)
Cycloserine (USP:INN:BAN:JAN)
CYCLOSERINE [USP IMPURITY]
CYCLOSERINE (USP MONOGRAPH)
CYCLOSERINE [USP MONOGRAPH]
.alpha.-Cycloserine
NSC154851
(R)-Cycloserine
Seromycin (TN)
SMR000058313
D-4-Amino-3-isossazolidone [Italian]
R-(+)-Cycloserine
(R)-4-Amino-3-isoxazolidinone
(4R)-4-Amino-3-isoxazolidinone
CYCLOSERINE (D)
SR-01000075432
DRG-0195
(R)-(+)-Cycloserine
D-amino-3-isoxazolidinone
cycloserine-(d)
Serine, cyclo-
3-Isoxazolidinone, 4-amino-, D
R(+)-4-Amino-3-isoxazolidinone
4AX
3-Isoxazolidinone, 4-amino-, (R)
(R)-(+)-4-Amino-3-isoxazolidinone
Cycloserine, D(+)
D-Cycloserine, powder
Spectrum_000860
1pb9
CYCLOSERINE [MI]
Prestwick0_001089
Prestwick1_001089
Prestwick2_001089
Prestwick3_001089
Spectrum2_000084
Spectrum3_000371
Spectrum4_000305
Spectrum5_000797
CYCLOSERINE [INN]
CYCLOSERINE [JAN]
Lopac-C-1159
Lopac-C-3909
Lopac-C-7005
CYCLOSERINE [HSDB]
3-Isoxazolidinone, 4-amino-, (4R)- (9CI)
C 3909
CYCLOSERINE [VANDF]
Lopac0_000252
SCHEMBL34322
BSPBio_001138
BSPBio_002121
CYCLOSERINE [WHO-DD]
CYCLOSERINE [WHO-IP]
KBioGR_000890
KBioSS_001340
MLS000758215
MLS001423962
MLS002548887
BIDD:GT0707
D-Cycloserine synth. BP 88
DivK1c_000098
SPECTRUM1500215
SPBio_000008
SPBio_003029
BPBio1_001252
FA6C7F8B-D080-4EA3-978F-1ECFB5A29D09
GTPL9489
Cycloserine (JP18/USP/INN)
4-Amino-3-isoxazolidinone, D-
HMS500E20
HY-B0030R
KBio1_000098
KBio2_001340
KBio2_003908
KBio2_006476
KBio3_001341
CYCLOSERINE [ORANGE BOOK]
J04AB01
NINDS_000098
HMS1571I20
HMS1920C06
HMS2051C15
HMS2091I14
HMS2098I20
HMS2232F03
HMS3259L19
HMS3260D06
HMS3715I14
NJ-21
Pharmakon1600-01500215
(R)-3-Isoxazolidinone, 4-amino-
4-Amino-3-isoxazolidinone, (R)-
CYCLOSERINUM [WHO-IP LATIN]
HY-B0030
Tox21_110361
Tox21_500252
BDBM50038178
BDBM50103516
CCG-39705
D-Cycloserine, >=96.0% (NT)
LMPK14000007
NSC756712
s1998
4-Isoxazolidinamine, 3-oxo-, (D)-
AKOS015994626
Tox21_110361_1
AC-4721
DB00260
FC15208
HS-0079
LP00252
NC00050
NC00676
NSC-756712
SDCCGSBI-0050240.P005
IDI1_000098
SMP1_000167
NCGC00015213-01
NCGC00015213-02
NCGC00015213-03
NCGC00016306-02
NCGC00016306-03
NCGC00016306-04
NCGC00016306-05
NCGC00016306-07
NCGC00016306-08
NCGC00016306-17
NCGC00093713-01
NCGC00093713-02
NCGC00260937-01
CAS-339-72-0
SBI-0050240.P004
AB00443920
CS-0695020
EU-0100252
NS00009120
3-Isoxazolidinone, 4-amino-, (+)- (8CI)
EN300-97131
C08057
D00877
M01471
AB00443920_09
AB00443920_10
Q418508
SR-01000759389
SR-01000075432-1
SR-01000075432-2
SR-01000075432-5
SR-01000075432-9
SR-01000759389-4
BRD-K87226815-001-17-1
BRD-K87226815-001-18-9
BRD-K87226815-001-19-7
BRD-K87226815-001-20-5
SR-01000075432-10
F2173-1228
Z1198154206
Cycloserine, United States Pharmacopeia (USP) Reference Standard
Cycloserine, Pharmaceutical Secondary Standard; Certified Reference Material
200-688-4