| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| September 26th, 2005 | 15 | Yes |
Popular Name: 1,2,3,4-tetrahydroacridin-9-amine 1,2,3,4-tetrahydroacridin-9-amine
Find On: PubMed — Wikipedia — Google
CAS Numbers: 1684-40-8 , 206658-92-6 , 321-64-2 , 7149-50-0
1,2,3,4-tetrahydro-9-acridinamine
1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE (SEE ALSO 1684-40-8)
1,2,3,4-Tetrahydro-9-acridineamine
1,2,3,4-Tetrahydro-acridin-9-ylamine
1,2,3,4-tetrahydroacridin-9-amine dihydrochloride
1,2,3,4-tetrahydroacridin-9-amine hydrochloride
1,2,3,4-Tetrahydroaminoacridine
1684-40-8; Cognex (TN); D02068; Tacrine hydrochloride (USP)
1684-40-8; Prestwick_733; Tacrine hydrochloride hydrate
321-64-2; D08555; Tacrinal (TN); Tacrine (INN)
5-Amino-6,7,8,9-tetrahydroacridine (European)
9-Acridinamine, 1,2,3,4-tetrahydro-
9-Acridinamine, 1,2,3,4-tetrahydro- (9CI)
9-Acridinamine,1,2,3,4-tetrahydro-
9-amino-1,2,3,4-tetrahydroacridine
9-Amino-1,2,3,4-tetrahydroacridine HCl hydrate
9-Amino-1,2,3,4-Tetrahydroacridine Hydrate Hydrochloride Hydrate
9-Amino-1,2,3,4-tetrahydroacridine hydrochloride
9-Amino-1,2,3,4-tetrahydroacridine hydrochloride hydrate
9-AMINO-1,2,3,4-TETRAHYDROACRIDINE HYDROCHLORIDE; CPD000059105; SAM001247002
9-AMINO-1,2,3,4-TETRAHYDROACRIDINE HYDROCHLORIDE; CPD000059105; SAM001247002; Tacrine hydrochloride
9-Amino-1,2,3,4-tetrahydroacridine hydrochloridehydrate
Acridine, 1,2,3,4-tetrahydro-9-amino-
CPD000059105; 9-AMINO-1,2,3,4-TETRAHYDROACRIDINE HYDROCHLORIDE
Tetrahydroaminacrine;Tetrahydroaminoacridine;Tetrahydroaminocrin;Tetrahydroaminocrine;THA
| 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) | 3.05 | 5.64 | -23.7 | 3 | 2 | 1 | 40 | 199.277 | 0 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Molecular_Solubility | 3.743 | Bitter DB |
| ALOGPS_SOLUBILITY | 1.36e-01 g/l | DrugBank-approved |
| mp | 104.5 - 106 | MolMall (formerly Molecular Diversity Preservation International) |
| MP | 280 - 284 | Enamine Building Blocks |
| MP | 280...284 | Enamine Building Blocks |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Purity | 95% | Fluorochem |
| Purity | 97% | Fluorochem |
| therap | anticholinesterase, cognitive adjuvant, K channel blocker | MicroSource Spectrum |
| Therapy | Cholinesterase inhibitor; reported to be useful | SMDC Iconix |
| Patent Database Links | EP1088550; EP1118322; EP1457490; EP1514542; EP1576985; EP1779867; EP1844769; EP1857817; EP1867642; EP1918286; EP1938811; US2003026850; US2003166721; US2004142904; US2004254182; US2005009870; US2005014786; US2005026946; US2005080087; US2005187267; US200525 | ChEBI |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : Tocris Cookson Ltd.; NCC_SUPPLIER_STRUCTURE_ID : 101925; 1 hydrogen chloride | NIH Clinical Collection via PubChem |
| Target | Others | Selleck Chemicals |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: Tocris Bioscience; SUPPLIER_STRUCTURE_ID: 101925; SALT: 1 hydrogen chloride | NIH Clinical Collection via PubChem |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ACES-2-E | Acetylcholinesterase (cluster #2 Of 12), Eukaryotic | Eukaryotes | 88 | 0.66 | Binding ≤ 10μM |
| ACHE-1-E | Acetylcholine Receptor Protein Epsilon Chain (cluster #1 Of 1), Eukaryotic | Eukaryotes | 44 | 0.69 | Binding ≤ 10μM |
| ACM1-3-E | Muscarinic Acetylcholine Receptor M1 (cluster #3 Of 5), Eukaryotic | Eukaryotes | 2000 | 0.53 | Binding ≤ 10μM |
| ACM2-1-E | Muscarinic Acetylcholine Receptor M2 (cluster #1 Of 6), Eukaryotic | Eukaryotes | 220 | 0.62 | Binding ≤ 10μM |
| CHLE-2-E | Butyrylcholinesterase (cluster #2 Of 7), Eukaryotic | Eukaryotes | 7 | 0.76 | Binding ≤ 10μM |
| CLAT-2-E | Choline Acetylase (cluster #2 Of 2), Eukaryotic | Eukaryotes | 0 | 0.00 | Binding ≤ 10μM |
| HNMT-1-E | Histamine N-methyltransferase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 110 | 0.65 | Binding ≤ 10μM |
| Q9JKC1-1-E | Butyrylcholinesterase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 92 | 0.66 | Binding ≤ 10μM |
| Q9N1N9-1-E | Butyrylcholinesterase (cluster #1 Of 2), Eukaryotic | Eukaryotes | 7 | 0.76 | Binding ≤ 10μM |
| ACM2-1-E | Muscarinic Acetylcholine Receptor M2 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 5800 | 0.49 | Functional ≤ 10μM |
| Q9WTR4-2-E | Norepinephrine Transporter (cluster #2 Of 2), Eukaryotic | Eukaryotes | 7900 | 0.48 | Functional ≤ 10μM |
| SC6A4-1-E | Serotonin Transporter (cluster #1 Of 1), Eukaryotic | Eukaryotes | 7600 | 0.48 | Functional ≤ 10μM |
| CP1A2-1-E | Cytochrome P450 1A2 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 1940 | 0.53 | ADME/T ≤ 10μM |
| Z104298-1-O | Glutamate NMDA Receptor; GRIN1/GRIN2A (cluster #1 Of 2), Other | Other | 4900 | 0.50 | Binding ≤ 10μM |
| Z104303-4-O | Muscarinic Acetylcholine Receptor (cluster #4 Of 7), Other | Other | 7300 | 0.48 | Binding ≤ 10μM |
| Z50425-3-O | Plasmodium Falciparum (cluster #3 Of 22), Other | Other | 5012 | 0.49 | Functional ≤ 10μM |
| Z50594-1-O | Mus Musculus (cluster #1 Of 9), Other | Other | 5800 | 0.49 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ACHE_HUMAN | Q04844 | Acetylcholine Receptor Protein Epsilon Chain, Human | 44 | 0.69 | Binding ≤ 1μM |
| ACES_RAT | P37136 | Acetylcholinesterase, Rat | 223 | 0.62 | Binding ≤ 1μM |
| ACES_BOVIN | P23795 | Acetylcholinesterase, Bovin | 130 | 0.64 | Binding ≤ 1μM |
| ACES_HUMAN | P22303 | Acetylcholinesterase, Human | 136 | 0.64 | Binding ≤ 1μM |
| ACES_MOUSE | P21836 | Acetylcholinesterase, Mouse | 143 | 0.64 | Binding ≤ 1μM |
| ACES_TORCA | P04058 | Acetylcholinesterase, Torca | 157 | 0.64 | Binding ≤ 1μM |
| ACES_ELEEL | O42275 | Acetylcholinesterase, Eleel | 193 | 0.63 | Binding ≤ 1μM |
| Q9N1N9_HORSE | Q9N1N9 | Butyrylcholinesterase, Horse | 19 | 0.72 | Binding ≤ 1μM |
| CHLE_HUMAN | P06276 | Butyrylcholinesterase, Human | 43.9 | 0.69 | Binding ≤ 1μM |
| Q9JKC1_RAT | Q9JKC1 | Butyrylcholinesterase, Rat | 92 | 0.66 | Binding ≤ 1μM |
| CLAT_RAT | P32738 | Choline Acetylase, Rat | 0.151 | 0.92 | Binding ≤ 1μM |
| CHLE_HORSE | P81908 | Cholinesterase, Horse | 27.1 | 0.71 | Binding ≤ 1μM |
| HNMT_RAT | Q01984 | Histamine N-methyltransferase, Rat | 110 | 0.65 | Binding ≤ 1μM |
| ACM2_MOUSE | Q9ERZ4 | Muscarinic Acetylcholine Receptor M2, Mouse | 220 | 0.62 | Binding ≤ 1μM |
| ACHE_HUMAN | Q04844 | Acetylcholine Receptor Protein Epsilon Chain, Human | 44 | 0.69 | Binding ≤ 10μM |
| ACES_BOVIN | P23795 | Acetylcholinesterase, Bovin | 130 | 0.64 | Binding ≤ 10μM |
| ACES_HUMAN | P22303 | Acetylcholinesterase, Human | 1026 | 0.56 | Binding ≤ 10μM |
| ACES_MOUSE | P21836 | Acetylcholinesterase, Mouse | 143 | 0.64 | Binding ≤ 10μM |
| ACES_TORCA | P04058 | Acetylcholinesterase, Torca | 157 | 0.64 | Binding ≤ 10μM |
| ACES_ELEEL | O42275 | Acetylcholinesterase, Eleel | 193 | 0.63 | Binding ≤ 10μM |
| ACES_RAT | P37136 | Acetylcholinesterase, Rat | 223 | 0.62 | Binding ≤ 10μM |
| Q9N1N9_HORSE | Q9N1N9 | Butyrylcholinesterase, Horse | 19 | 0.72 | Binding ≤ 10μM |
| Q9JKC1_RAT | Q9JKC1 | Butyrylcholinesterase, Rat | 92 | 0.66 | Binding ≤ 10μM |
| CHLE_HUMAN | P06276 | Butyrylcholinesterase, Human | 43.9 | 0.69 | Binding ≤ 10μM |
| CLAT_RAT | P32738 | Choline Acetylase, Rat | 0.151 | 0.92 | Binding ≤ 10μM |
| CHLE_HORSE | P81908 | Cholinesterase, Horse | 27.1 | 0.71 | Binding ≤ 10μM |
| Z104298 | Z104298 | Glutamate NMDA Receptor; GRIN1/GRIN2A | 4900 | 0.50 | Binding ≤ 10μM |
| HNMT_RAT | Q01984 | Histamine N-methyltransferase, Rat | 110 | 0.65 | Binding ≤ 10μM |
| Z104303 | Z104303 | Muscarinic Acetylcholine Receptor | 5900 | 0.49 | Binding ≤ 10μM |
| ACM1_MOUSE | P12657 | Muscarinic Acetylcholine Receptor M1, Mouse | 2000 | 0.53 | Binding ≤ 10μM |
| ACM2_RAT | P10980 | Muscarinic Acetylcholine Receptor M2, Rat | 2100 | 0.53 | Binding ≤ 10μM |
| ACM2_MOUSE | Q9ERZ4 | Muscarinic Acetylcholine Receptor M2, Mouse | 2100 | 0.53 | Binding ≤ 10μM |
| ACM2_PIG | P06199 | Muscarinic Acetylcholine Receptor M2, Pig | 6300 | 0.49 | Binding ≤ 10μM |
| Z50594 | Z50594 | Mus Musculus | 220 | 0.62 | Functional ≤ 10μM |
| ACM2_HUMAN | P08172 | Muscarinic Acetylcholine Receptor M2, Human | 5800 | 0.49 | Functional ≤ 10μM |
| Q9WTR4_RAT | Q9WTR4 | Norepinephrine Transporter, Rat | 7900 | 0.48 | Functional ≤ 10μM |
| Z50425 | Z50425 | Plasmodium Falciparum | 10000 | 0.47 | Functional ≤ 10μM |
| SC6A4_RAT | P31652 | Serotonin Transporter, Rat | 7600 | 0.48 | Functional ≤ 10μM |
| CP1A2_HUMAN | P05177 | Cytochrome P450 1A2, Human | 1940 | 0.53 | ADME/T ≤ 10μM |
| Description | Species |
|---|---|
| Aflatoxin activation and detoxification | |
| Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2 | |
| G alpha (i) signalling events | |
| G alpha (q) signalling events | |
| Highly sodium permeable acetylcholine nicotinic receptors | |
| Methylation | |
| Muscarinic acetylcholine receptors | |
| Neurotransmitter Clearance In The Synaptic Cleft | |
| Synthesis of (16-20)-hydroxyeicosatetraenoic acids (HETE) | |
| Synthesis of epoxy (EET) and dihydroxyeicosatrienoic acids (DHET) | |
| Synthesis of PC | |
| Synthesis, secretion, and deacylation of Ghrelin |
