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6-(trifluoromethoxy)-1,3-benzothiazol-2-amine

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Identification
Molecular formula
C8H5F3N2OS
CAS number
198569-10-9
IUPAC name
6-(trifluoromethoxy)-1,3-benzothiazol-2-amine
State
State

At room temperature, this compound is typically a solid. Its stable crystalline structure and room temperature stability make it easily manageable in laboratory and industrial settings.

Melting point (Celsius)
140.00
Melting point (Kelvin)
413.15
Boiling point (Celsius)
353.00
Boiling point (Kelvin)
626.15
General information
Molecular weight
232.21g/mol
Molar mass
232.2090g/mol
Density
1.5160g/cm3
Appearence

6-(Trifluoromethoxy)-1,3-benzothiazol-2-amine appears as a crystalline solid. The compound can present as a powder with a pale yellow to white coloration, indicating its organic chemical nature.

Comment on solubility

Solubility of 6-(trifluoromethoxy)-1,3-benzothiazol-2-amine

The solubility of 6-(trifluoromethoxy)-1,3-benzothiazol-2-amine (C8H5F3N2OS) is a topic of notable interest due to the influence of its unique molecular structure. Understanding its solubility can aid in various applications, from pharmaceuticals to material sciences.

Factors Affecting Solubility

  • Polarity: The presence of the trifluoromethoxy group often enhances polarity, which can affect solubility in polar solvents.
  • Hydrogen bonding: The amine group may engage in hydrogen bonding interactions, which can improve solubility in protic solvents.
  • Atmospheric conditions: Temperature and pressure can also influence solubility, with higher temperatures generally leading to greater solubility for many organic compounds.

Solubility in Different Solvents

Typically, this compound may exhibit the following solubility characteristics:

  • Highly soluble: In polar solvents, such as water and alcohols due to its polar functional groups.
  • Moderate to low solubility: In non-polar solvents, like hexane or toluene, due to the hydrophobic nature of the benzothiazole ring.

As stated, "the balance between hydrophilic and hydrophobic interactions is crucial to predict the solubility behavior of compounds." Thus, while initial observations suggest potential solubility in polar media, experimental determination is essential to understand its precise solubility profile in various settings.

Interesting facts

Interesting Facts about 6-(Trifluoromethoxy)-1,3-benzothiazol-2-amine

6-(Trifluoromethoxy)-1,3-benzothiazol-2-amine is a fascinating compound notable for its unique structural features and applications in various fields. Here are some engaging insights:

  • Fluorine Chemistry: The presence of trifluoromethoxy groups (–O—CF3) introduces significant reactivity and lipophilicity. This specific configuration enhances the compound's ability to interact with biological targets, often leading to increased potency.
  • Pharmaceutical Relevance: Compounds containing benzothiazole moieties have been widely studied for their potential therapeutic applications, particularly as anti-cancer and anti-inflammatory agents. The structural modifications, like the addition of the trifluoromethoxy group, can fine-tune the biological activity.
  • Environmental Chemistry: The trifluoromethoxy group not only alters the compound's chemical behavior but also its environmental stability. This raises important discussions in environmental science regarding the persistence of fluorinated compounds in ecosystems.
  • Synthesis and Methods: The synthesis of 6-(trifluoromethoxy)-1,3-benzothiazol-2-amine typically involves advanced synthetic strategies. Techniques such as nucleophilic substitution and coupling reactions are often employed, making it a compelling subject for those interested in organic synthesis.
  • Research Potential: Given its unique properties, ongoing research may unveil new applications of this compound. It presents opportunities for the development of novel drugs and materials, sparking interest among chemists aiming to modify and explore such structures.

In summary, 6-(trifluoromethoxy)-1,3-benzothiazol-2-amine encapsulates the essence of how subtle changes in molecular structure can lead to diverse and significant implications in both chemistry and medicine. Its study not only enhances our understanding of chemical interactions but also paves the way for innovative discoveries.

Synonyms
riluzole
1744-22-5
Rilutek
2-Amino-6-(trifluoromethoxy)benzothiazole
6-(trifluoromethoxy)benzo[d]thiazol-2-amine
6-(trifluoromethoxy)-1,3-benzothiazol-2-amine
Riluzol
RP-54274
Riluzolum
2-amino-6-trifluoromethoxybenzothiazole
2-Benzothiazolamine, 6-(trifluoromethoxy)-
2-amino-6-(trifluoromethoxy)benzo[d]thiazole
Tiglutik
C8H5F3N2OS
PK-26124
RP 54274
Riluzol [INN-Spanish]
Riluzolum [INN-Latin]
2-Benzothiazolamine,6-(trifluoromethoxy)-
Amino-2 trifluoromethoxy-6 benzothiazole
UNII-7LJ087RS6F
NSC-753433
NSC-759823
EXSERVAN
7LJ087RS6F
MLS000069369
6-(trifluoromethoxy)-2-benzothiazolamine
6-Trifluoromethoxy-benzothiazol-2-ylamine
2-Amino-6-(trifluoromethoxy)-benzothiazole
BHV-0223
CHEMBL744
BENZOTHIAZOLE, 2-AMINO-6-TRIFLUOROMETHOXY-
SMR000058231
CHEBI:8863
DTXSID3045192
Riluzole [USAN:USP:INN:BAN]
Tiglutik (thickened oral suspension)
MFCD00210213
NSC 753433
NSC 759823
NCGC00015882-09
Riluzol (INN-Spanish)
Riluzolum (INN-Latin)
RILUZOLE (MART.)
RILUZOLE [MART.]
RILUZOLE (USP-RS)
RILUZOLE [USP-RS]
RILUZOLE (USP IMPURITY)
RILUZOLE [USP IMPURITY]
DTXCID1025192
RILUZOLE (USP MONOGRAPH)
RILUZOLE [USP MONOGRAPH]
Riluzole (USAN:USP:INN:BAN)
Rilutek (TN)
CAS-1744-22-5
Amino-2 trifluoromethoxy-6 benzothiazole [French]
Riluzole, solid
Riluzole?
BF-37
2-amino-6-(trifluoromethoxy)-1,3-benzothiazole
ALBB-006046
Riluzole (Rilutek)
Prestwick-03A08
Riluzole (Standard)
2 Amino 6 trifluoromethoxybenzothiazole
PK26124
TIGLUTIK KIT
Tocris-0768
Opera_ID_548
RILUZOLE [USAN]
Lopac-R-116
RILUZOLE [INN]
RILUZOLE [JAN]
RILUZOLE [MI]
Prestwick0_000167
Prestwick1_000167
Prestwick2_000167
Prestwick3_000167
Spectrum2_000550
Biomol-NT_000245
RILUZOLE [WHO-DD]
cid_5070
Riluzole (JAN/USP/INN)
RILUZOLE [EMA EPAR]
Lopac0_001064
SCHEMBL78905
BSPBio_000033
Riluzole - Bio-X trade mark
BIDD:GT0055
SPBio_000599
SPBio_001954
RILUZOLE [ORANGE BOOK]
BPBio1_000037
BPBio1_000837
GTPL2326
BDBM30705
HY-B0211R
N07XX02
Bio1_000416
Bio1_000905
Bio1_001394
HMS1773G08
HMS2089O19
HMS2094G07
HMS2233E14
HMS3263E10
HMS3371A09
HMS3657E13
Pharmakon1600-01505348
BCP02142
HY-B0211
QYB55203
Riluzole - CAS 1744-22-5
Tox21_110252
Tox21_501064
AC-730
BBL013272
CCG-39528
HB6093
NSC753433
NSC759823
s1614
STK503686
AKOS000265071
Tox21_110252_1
DB00740
FR27733
KS-5231
LP01064
SDCCGSBI-0051034.P003
2-amino-6-trifluoromethoxy-benzothiazole
6-(trifluoromethoxy)benzothiazol-2-amine
6-trifluoromethoxy-2-amino-benzothiazole
NCGC00015882-01
NCGC00015882-02
NCGC00015882-03
NCGC00015882-04
NCGC00015882-05
NCGC00015882-06
NCGC00015882-07
NCGC00015882-08
NCGC00015882-10
NCGC00015882-11
NCGC00015882-12
NCGC00015882-13
NCGC00015882-15
NCGC00015882-28
NCGC00023141-02
NCGC00023141-04
NCGC00023141-05
NCGC00023141-06
NCGC00261749-01
6-(trifluoromethoxy)-2-aminobenzothiazole
6-trifluoromethoxybenzo[d]thiazol-2-amine
BR164340
SBI-0051034.P002
2-Amino-6-(Trifluoromethoxy) Benzothiazole
6-(Trifluoromethoxy)-2-amino-benzothiazole
DB-030335
A2423
EU-0101064
NS00005892
R1174
SW196805-4
EN300-23782
6-trifluoromethoxy-1,3-benzothiazol-2-ylamine
A13951
C07937
D00775
VU0239571-11
Q415744
SR-01000002997-3
BRD-K21283037-001-02-5
BRD-K21283037-001-20-7
BRD-K21283037-001-21-5
BRD-K21283037-003-03-9
BRD-K21283037-003-06-2
BRD-K21283037-003-11-2
F3282-0020
Z164707762
Riluzole, 6-(Trifluoromethoxy)-1,3-benzothiazol-2-amine
Riluzole, United States Pharmacopeia (USP) Reference Standard
2-Amino-6-(trifluoromethoxy)-1,3-benzothiazole;2-AMINO-6-(TRIFLUOROMETHOXY)BENZOTHIAZOLE
6-(Trifluoromethoxy)-2-benzothiazolamine;6-(Trifluoromethoxy)-2-amino-benzothiazole
6-Trifluoromethoxy-2-aminobenzothiazole; 6-(Trifluoromethoxy)-1,3-benzothiazol-2-amine