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1-Adamantylamine

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Identification
Molecular formula
C10H17NH2
CAS number
768-94-5
IUPAC name
adamantan-1-amine
State
State
At room temperature, 1-Adamantylamine is a solid. It consists of crystalline particles making it easily recognizable by its solid-state characteristics, and is typically stored in airtight containers to prevent moisture uptake.
Melting point (Celsius)
186.00
Melting point (Kelvin)
459.15
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.15
General information
Molecular weight
151.24g/mol
Molar mass
151.2420g/mol
Density
1.0500g/cm3
Appearence

1-Adamantylamine appears as a white to off-white crystalline solid. It is typically available in a powdered form. The solid is stable under standard conditions and does not have any prominent odor.

Comment on solubility

Solubility of Adamantan-1-amine (C10H17NH2)

Adamantan-1-amine exhibits notable characteristics regarding its solubility in various solvents. Below are key points that highlight its solubility behavior:

  • Solvent Polarities: It is generally soluble in polar solvents, largely due to the presence of the amine functional group (-NH2), which is capable of engaging in hydrogen bonding.
  • Non-polar Solvents: In contrast, adamantan-1-amine is less soluble in non-polar solvents. The predominantly hydrocarbon framework of the adamantane structure limits solubility in these environments.
  • Temperature Effects: Solubility can also be influenced by temperature. Increasing the temperature typically enhances solubility in polar solvents.

To summarize, adamantan-1-amine's solubility can be described as follows:

  1. Soluble in polar solvents (e.g., methanol, water)
  2. Insoluble in non-polar solvents (e.g., hexane, benzene)
  3. Temperature-dependent solubility behavior

Thus, it’s interesting to note that the interplay between molecular structure and solvent polarity plays a critical role in determining the solubility profile of adamantan-1-amine.

Interesting facts

Interesting Facts about Adamantan-1-amine

Adamantan-1-amine, a fascinating compound derived from adamantane, has drawn attention in various scientific fields due to its unique structure and properties. Here are some intriguing aspects:

  • Structural Family: Adamantan-1-amine belongs to the class of amines. Its structure is based on the rigid, cage-like hydrocarbon framework of adamantane, which is notable for its high stability.
  • Biological Relevance: Research indicates that derivatives of adamantan-1-amine may have potential applications in medicinal chemistry, particularly in the development of antiviral drugs. The compound has shown promise in inhibiting viral replication.
  • Physicochemical Properties: The rigidity of its adamantane structure contributes to its interesting physicochemical properties, making it a subject of study in material sciences. Its three-dimensional structure enhances its potential for unique interactions.
  • Applications in Medicine: Aside from antiviral applications, compounds derived from adamantan-1-amine are being explored for potential neuroprotective effects, which could provide avenues for treating neurodegenerative disorders.
  • Research and Innovation: The synthesis of adamantan-1-amine has spurred innovative synthetic approaches within organic chemistry, showcasing how modifying existing frameworks can yield compounds with diverse properties.
  • Enhanced Solubility: Modifications to adamantan derivatives, including adding amine groups, can influence their solubility and biological activity, making this compound a focal point for enhancing drug delivery systems.

In summation, adamantan-1-amine is not just a simple compound; it is a chemical building block with enormous potential in various fields including pharmacology, material science, and beyond. Researchers continue to uncover its secrets, making it a vibrant topic in contemporary chemistry.

Synonyms
amantadine
1-Adamantanamine
768-94-5
adamantan-1-amine
1-Adamantylamine
1-Aminoadamantane
Adamantanamine
Adamantylamine
Aminoadamantane
Amantidine
Symmetrel
Pk-merz
Adamantamine
Amantadina
Symadine
1-Adamantamine
Amantadinum
adamantan-1-ylamine
Gocovri
Amantadinum [INN-Latin]
Amantadina [INN-Spanish]
MFCD00074732
1-Aminotricyclo(3.3.1.1(sup 3,7))decane
NSC 341865
HSDB 3202
TCMDC-125869
1-adamantaneamine
Tricyclo(3.3.1.1(3,7))-decan-1-amine
EINECS 212-201-2
UNII-BF4C9Z1J53
Amantadine (INN)
Tricyclo(3.3.1.1(sup 3.7))decan-1-amine
NSC-341865
BRN 2204333
BF4C9Z1J53
CHEBI:2618
Tricyclo(3.3.1.13,7)decan-1-amine
DTXSID8022117
tricyclo[3.3.1.1~3,7~]decan-1-amine
1 Aminoadamantane
Tricyclo[3.3.1.1(3,7)]decan-1-amine
Tricyclo(3.3.1.1(sup 3,7))decan-1-amine
CHEMBL660
DTXCID502117
EC 212-201-2
NSC341865
(3s,5s,7s)-Tricyclo[3.3.1.1~3,7~]decan-1-Amine
768-94-5 (FREE BASE)
NCGC00015036-03
Tricyclo[3.3.1.13,7]decan-1-amine
Tricyclo[3.3.1.13,7]decane-1-amine
AMANTADINE [INN]
Amantadine Base
tricyclo[3.3.1.1(3,7)]decan-1-ylamine
tricyclo[3.3.1.1(3,7)]decane-1-amine
Amantadinum (INN-Latin)
Amantadina (INN-Spanish)
Amantadine [INN:BAN]
AMANTADINE (MART.)
AMANTADINE [MART.]
Amant
CAS-768-94-5
tricyclo(3.3.1.1(3,7))decan-1-amine
tricyclo(3.3.1.1(3,7))decane-1-amine
tricyclo(3.3.1.1(3,7))decan-1-ylamine
40933-03-7
ADAMANTANE,1-AMINO
adamantaneamine
adamantyl amine
AmantadineHCl
1-admantaneamine
1-Amantadine
1-adamantanylamine
1-adamantyl amine
Adamant-1-ylamine
1-amino-adamantane
adamantane-1-amine
Mantadine (Salt/Mix)
Symmetrel (Salt/Mix)
1-AMINOTRICYCLO
Spectrum_000030
AMANTADINE [MI]
Tricyclo[3.3.1.1^3,7]decan-1-amine
Prestwick0_000407
Prestwick1_000407
Prestwick2_000407
Prestwick3_000407
Spectrum2_000081
Spectrum3_000291
Spectrum4_000134
Spectrum5_000772
1-Adamantylamine, 97%
AMANTADINE [HSDB]
Lopac-A-1260
Tricyclo[3.3.1.1(sup3,7)]decan-1-amine
AMANTADINE [VANDF]
SCHEMBL4098
AMANTADINE [WHO-DD]
NCIOpen2_001059
Lopac0_000004
Oprea1_248648
BSPBio_000334
BSPBio_001570
BSPBio_001822
KBioGR_000548
KBioSS_000390
BIDD:GT0757
CHEMBL19601
DivK1c_000815
Exp-105-1 (Salt/Mix)
SPBio_000002
SPBio_002273
BPBio1_000368
GTPL4128
SCHEMBL2619248
SCHEMBL15672299
SCHEMBL20409394
SCHEMBL21309814
SCHEMBL21310017
SCHEMBL23419027
KBio1_000815
KBio2_000390
KBio2_002958
KBio2_005526
KBio3_001322
NINDS_000815
HMS1791O12
HMS1989O12
HMS3604O07
HMS3887I19
1-Adamantanamine;1-Aminoadamantane
ALBB-013871
BCP09869
HY-B0402
STR04703
Tox21_110068
BDBM50033369
s5499
STK298781
AKOS000113994
AKOS000119324
AKOS007930692
AKOS015935124
Tox21_110068_1
CCG-204100
CS-W008656
DB00915
FA07678
SDCCGSBI-0049993.P005
IDI1_000815
NCGC00015036-01
NCGC00015036-02
NCGC00015036-04
NCGC00015036-05
NCGC00015036-06
NCGC00015036-07
NCGC00015036-08
NCGC00015036-09
NCGC00015036-11
NCGC00015036-13
NCGC00015036-24
NCGC00162039-01
NCGC00162039-02
NCGC00162039-03
NCGC00162039-04
NCGC00179597-01
1ST10021
AC-25879
ADS-5102, EXP 105-1
AS-14215
BP-13040
SY017655
1-Adamantanamine (purified by sublimation)
SBI-0049993.P004
WLN: L66 B6 A B- C 1B ITJ BZ
A2318
AB00514655
NS00007702
EN300-33893
tricyclo[3.3.1.1[3,7]]decane, 1-amino-
C06818
D07441
AB00053414-14
AB00053414-16
AB00053414_17
AB00053414_18
AB01275427-01
AE-641/01634060
L000868
Q409761
BRD-K70330367-003-01-2
BRD-K70330367-003-03-8
BRD-K70330367-003-07-9
BRD-K70330367-003-08-7
Q27453436
F0001-1962
InChI=1/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H
212-201-2