| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| August 6th, 2004 | 11 | Yes |
Popular Name: Amantadine hydrochloride Amantadine hydrochloride
Find On: PubMed — Wikipedia — Google
CAS Numbers: 281-23-2 , 31377-23-8 , 665-66-7 , 665-66-7, 768-94-5 , 665-66-7, 768-94-5 [amantadine] , 768-94-5 , N/A , [31377-23-8] , [665-66-7] , [768-94-5]
"1-Adamantanamine hydrochloride, 99%"
1-Adamantanamine hydrochloride
1-Adamantanamine hydrochloride, 99%
1-Adamantanamine hydrochloride, 99+%
1-Adamantylamine hydrochloride
1-Aminoadamantane hydrochloride
1-Aminotricyclo(3.3.1.1(sup 3,7))decane
665-66-7; Amantadine hydrochloride (JP16/USP); D00777; Symmetrel (TN)
665-66-7; Amantadine hydrochloride; C07939
665-66-7; CPD001370746; SAM002554881; Symmetrel
768-94-5; Amantadine (INN); D07441
80789-67-9; Adamantamine fumarate; Prestwick_555
adamantan-1-amine hydrochloride
ADAMANTYLAMINEHYDROCHLORIDE 1-
amantadina; amantadine; amantadinum
Amantadine hydrochloride (Symmetrel)
AMANTADINE HYDROCHLORIDE; CPD001370746; SAM002554881; Symmetrel
InChI=1/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H
INN); Amantadine Hydrochloride (FDA
Tricyclo(3.3.1.1(3,7))-decan-1-amine
Tricyclo(3.3.1.1(sup 3,7))decan-1-amine
Tricyclo(3.3.1.1(sup 3.7))decan-1-amine
Tricyclo(3.3.1.13,7)decan-1-amine
Tricyclo[3.3.1.1(3,7)]decan-1-amine
tricyclo[3.3.1.1(3,7)]decan-1-ylamine
tricyclo[3.3.1.1(3,7)]decane-1-amine
Tricyclo[3.3.1.1(sup3,7)]decan-1-amine
Tricyclo[3.3.1.1^3,7]decan-1-amine
tricyclo[3.3.1.1~3,7~]decan-1-amine
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 2.65 | 3.78 | -41.15 | 3 | 1 | 1 | 28 | 152.261 | 0 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| MP | 206-208° | Oakwood Chemical |
| MP | 298 - 300 | Enamine Building Blocks |
| MP | 298...300 | Enamine Building Blocks |
| Melting_Point | 360? | Alfa-Aesar |
| Melting_Point | 360° | Alfa-Aesar |
| ALOGPS_SOLUBILITY | 8.46e-02 g/l | DrugBank-approved |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Purity | 95% | Fluorochem |
| Mp [°C] | >300 | Acros Organics |
| biological_use | Also has antiparkinsonian props. | IBScreen Bioactives |
| Notes | Anti viral activity | Apollo Scientific Bioactives |
| biological_use | Antiviral agent | IBScreen Bioactives IBScreen Bioactives |
| therap | antiviral, antiparkinsonian; treatment of drug-induced extrapyrimidal reactions | MicroSource Spectrum |
| mechanism | Apparent virucidal mechanism: influenza type-A specific | IBScreen Bioactives |
| Melting_Point | ca 200? subl. | Alfa-Aesar |
| Melting_Point | ca 200° subl. | Alfa-Aesar |
| Target | Dopamine Receptor | Selleck Chemicals |
| Therapy | Dopamine releaser used in the treatment of Parkinsonism and drug- | SMDC MicroSource |
| mechanism | Dopaminergic | IBScreen Bioactives IBScreen Bioactives |
| Patent Database Links | EP1256343; EP1321463; EP1420021; EP1561470; EP1568685; EP1576985; EP1579873; EP1600156; EP1625855; EP1649857; EP1661560; EP1685843; EP1714641; EP1772155; EP1785145; EP1801098; EP1815846; EP1829527; EP1829528; EP1829539; EP1832575; EP1834638; EP1837020; EP | ChEBI |
| mechanism | Exact virucidal mechanism not completely understood | IBScreen Bioactives |
| H phrase | H302: Harmful if swallowed | Acros Organics |
| mechanism | influenza type-A viral nucleic-acid into host-cell | IBScreen Bioactives |
| Warnings | IRRITANT | Matrix Scientific |
| UniProt Database Links | M2_I000F; M2_I000X; M2_I00A0; M2_I00A1; M2_I01A0; M2_I01A1; M2_I01A2; M2_I01A3; M2_I02A0; M2_I02A1; M2_I02A2; M2_I02A3; M2_I02A4; M2_I02A5; M2_I02A6; M2_I02A7; M2_I03A0; M2_I03A1; M2_I05A1; M2_I06A0; M2_I07A0; M2_I18A0; M2_I30A0; M2_I33A0; M2_I34A0; M2_I3 | ChEBI |
| mechanism | May cause dopamine release from central sites other than the substantia-nigra | IBScreen Bioactives |
| mechanism | May interfere with viral penetration into cells. | IBScreen Bioactives |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : A-3954; NCC_SUPPLIER_SAMPLE_COMMENTS : WHITE POWDER; 1 hydrogen chloride | NIH Clinical Collection via PubChem |
| P phrase | P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell | Acros Organics |
| mechanism | Postulated antiparkinsonian mechanism: causes dopamine release from dopaminergic terminals that may remain in the substantia-nigra of parkinsonian patients | IBScreen Bioactives |
| biological_use | prophylactic drug for influenza | IBScreen Bioactives |
| R phrase | R22: Harmful if swallowed. | Acros Organics |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: A-3954; SALT: 1 hydrogen chloride; SUPPLIER_COMMENTS: WHITE POWDER | NIH Clinical Collection via PubChem |
| Purity | USP24 | APIChem |
| Patent Database Links | WO2006136407 | ChEBI |
| Hazard | XN: Harmful | Acros Organics |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| SGMR1-6-E | Sigma Opioid Receptor (cluster #6 Of 6), Eukaryotic | Eukaryotes | 20 | 0.98 | Binding ≤ 10μM |
| Z101821-2-O | H2N2 Subtype (cluster #2 Of 3), Other | Other | 1100 | 0.76 | Functional ≤ 10μM |
| Z101822-2-O | H3N2 Subtype (cluster #2 Of 2), Other | Other | 630 | 0.79 | Functional ≤ 10μM |
| Z50652-2-O | Influenza A Virus (cluster #2 Of 4), Other | Other | 9200 | 0.64 | Functional ≤ 10μM |
| Z80249-2-O | MDCK (Kidney Cells) (cluster #2 Of 2), Other | Other | 1100 | 0.76 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| SGMR1_HUMAN | Q99720 | Sigma Opioid Receptor, Human | 20.25 | 0.98 | Binding ≤ 1μM |
| SGMR1_HUMAN | Q99720 | Sigma Opioid Receptor, Human | 20.25 | 0.98 | Binding ≤ 10μM |
| Z101821 | Z101821 | H2N2 Subtype | 1100 | 0.76 | Functional ≤ 10μM |
| Z101822 | Z101822 | H3N2 Subtype | 2700 | 0.71 | Functional ≤ 10μM |
| Z50652 | Z50652 | Influenza A Virus | 900 | 0.77 | Functional ≤ 10μM |
| Z80249 | Z80249 | MDCK (Kidney Cells) | 1100 | 0.76 | Functional ≤ 10μM |
