Adamantan-1-amine

Modify Date: 2024-01-02 12:58:06

Adamantan-1-amine Structure
Adamantan-1-amine structure
Common Name Adamantan-1-amine
CAS Number 768-94-5 Molecular Weight 151.249
Density 1.1±0.1 g/cm3 Boiling Point 225.7±8.0 °C at 760 mmHg
Molecular Formula C10H17N Melting Point 206-208 °C(lit.)
MSDS Chinese USA Flash Point 96.0±9.7 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Adamantan-1-amine


Amantadine (1-Adamantanamine) is an antiviral agent with activity against influenza A viruses. Amantadine blocks the proton flow through the M2 ion channel (M2 proton channel of influenza A) and thus prevents the release of viral RNA into the cytoplasm of the infected cells. Amantadine is an antiparkinsonian agent[1][2].

 Names

Name amantadine
Synonym More Synonyms

 Adamantan-1-amine Biological Activity

Description Amantadine (1-Adamantanamine) is an antiviral agent with activity against influenza A viruses. Amantadine blocks the proton flow through the M2 ion channel (M2 proton channel of influenza A) and thus prevents the release of viral RNA into the cytoplasm of the infected cells. Amantadine is an antiparkinsonian agent[1][2].
Related Catalog
References

[1]. Suzuki H, et al. Emergence of amantadine-resistant influenza A viruses: epidemiological study. J Infect Chemother. 2003;9(3):195-200.

[2]. Hubsher G, et al. Amantadine: the journey from fighting flu to treating Parkinson disease. Neurology. 2012;78(14):1096-1099.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 225.7±8.0 °C at 760 mmHg
Melting Point 206-208 °C(lit.)
Molecular Formula C10H17N
Molecular Weight 151.249
Flash Point 96.0±9.7 °C
Exact Mass 151.136093
PSA 26.02000
LogP 2.22
Vapour Pressure 0.1±0.4 mmHg at 25°C
Index of Refraction 1.558

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YD1925000
CHEMICAL NAME :
Tricyclo(3.3.1.1(sup 3,7))decan-1-amine
CAS REGISTRY NUMBER :
768-94-5
LAST UPDATED :
199706
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C10-H17-N
MOLECULAR WEIGHT :
151.28
WISWESSER LINE NOTATION :
L66 B6 A B- C 1B ITJ BZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
900 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
223 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
700 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
245 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - ataxia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - quail
DOSE/DURATION :
>316 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
DNA adduct
TEST SYSTEM :
Bacteria - Escherichia coli
DOSE/DURATION :
10 umol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 89,95,1981

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant
Risk Phrases R22;R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS YD1925000

 Articles68

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CDDP supramolecular micelles fabricated from adamantine terminated mPEG and β-cyclodextrin based seven-armed poly (L-glutamic acid)/CDDP complexes.

Colloids Surf. B Biointerfaces 105 , 31-6, (2013)

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A primary fish gill cell culture model to assess pharmaceutical uptake and efflux: evidence for passive and facilitated transport.

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 Synonyms

1-Adamantanamine
EXP 105-1
1-Amantadine
(3s,5s,7s)-adamantan-1-amine
adamantan-1-amine
tricyclo[3.3.1.13,7]decan-1-amine
Symmetrel
TCMDC-125869
Tricyclo[3.3.1.1]decan-1-amine
SYMADINE
1-Adamantylamine
Mydantane
(3s,5s,7s)-1-Adamantanamine
adamantylamine
EINECS 212-201-2
Amantadine
1-Aminotricyclo[3.3.1.13,7]decane
Adamantanamine
1-aminoadamantine
adamantyl amine
tricyclo[3.3.1.1]décan-1-amine
Trivaline
Pk-merz
Amazolon
1-Aminodiamantane
1-adamantaneamine
1-aminoadamantane
MFCD00074732
Aminoadamantane
Mantadine
Tricyclo[3.3.1.1^3,7]decan-1-amine
Virofral
1-aminoadamantan
Tricyclo[3.3.1.1]decan-1-amin
Virasol
Amantadine Base
Influenol
1-Adamantanamine (8CI)
Adamantamine
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