Drug Information
| Drug General Information | Top | |||
|---|---|---|---|---|
| Drug ID |
D0T1LK
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| Former ID |
DAP000216
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| Drug Name |
Primaquine
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| Synonyms |
Kanaprim; Primachin; Primachina; Primachinum; Primaquin; Primaquina; Primaquinum; Primachina [DCIT]; SN 13272; WR 2975; Dl-Primaquine; Kanaprim (TN); Neo-Quipenyl; Primaquina [INN-Spanish]; Primaquine (INN); Primaquine Bis-Phosphoric Acid; Primaquine [INN:BAN]; Primaquinum [INN-Latin]; SN 13,272; TG1-296; TG1-297; Ethylbutylamino)-6-methoxyquinoline; S. N. 13272; N4-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine; Quinoline, 8-(4-amino-1-methylbutylamino)-6-methoxy; N(4)-(6-methoxyquinolin-8-yl)pentane-1,4-diamine; N-(5-aminopentan-2-yl)-6-methoxyquinolin-8-amine; N~4~-[6-(methyloxy)quinolin-8-yl]pentane-1,4-diamine; Quinoline, 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-(6CI,8CI); (+)-N4-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine; (+)-Primaquine; (+/-)-Primaquine; (-)-N4-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine; (-)-Primaquine; 1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-(9CI); 4-N-(6-methoxyquinolin-8-yl)pentane-1,4-diamine; 6-Methoxy-8-(4-amino-1-methylbutylamino)quinoline; 6-Methoxy-8-[(4-amino-1-methylbutyl)amino]quinoline; 6-Methoxy-8-[4-amino-1-methylbutylamino]quinoline; 8-((4-Amino-1-methylbutyl)amino)-6-methoxyquinoline; 8-(4-Amino-1-m; 8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline; 8-[(4-Amino-1-methylbutyl)amino]-6-methoxyquinoline
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| Drug Type |
Small molecular drug
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| Indication | Malaria [ICD-11: 1F40-1F45; ICD-10: B50-B64, B54] | Approved | [1] | |
| Therapeutic Class |
Antimalarials
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| Company |
Sanofi-Aventis
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| Structure |
 |
Download2D MOL |
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| Formula |
C15H21N3O
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| Canonical SMILES |
CC(CCCN)NC1=C2C(=CC(=C1)OC)C=CC=N2
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| InChI |
1S/C15H21N3O/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14/h4,6,8-11,18H,3,5,7,16H2,1-2H3
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| InChIKey |
INDBQLZJXZLFIT-UHFFFAOYSA-N
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| CAS Number |
CAS 90-34-6
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| PubChem Compound ID | ||||
| PubChem Substance ID |
9829, 87834, 598065, 602722, 604501, 5227598, 7980381, 8153019, 10537677, 11335981, 11361220, 11363724, 11366286, 11368848, 11371823, 11374106, 11377010, 11405430, 11410276, 11462192, 11466504, 11467624, 11484410, 11486287, 11488703, 11490368, 11492299, 11494644, 14798934, 24715072, 24715073, 29223986, 46508222, 47291261, 47291262, 47291263, 47440410, 47885557, 47959923, 47959924, 48035284, 48110597, 48416468, 49698880, 50042258, 50123426, 50123427, 50725468, 53790596, 56312914
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| ChEBI ID |
CHEBI:8405
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| ADReCS Drug ID | BADD_D01838 ; BADD_D01839 | |||
| SuperDrug ATC ID |
P01BA03
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| SuperDrug CAS ID |
cas=000090346
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| Interaction between the Drug and Microbe | Top | |||
|---|---|---|---|---|
| The Metabolism of Drug Affected by Studied Microbe(s) | ||||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bacteroidales | ||||
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Studied Microbe: Parabacteroides distasonis ATCC 8503
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Primaquine phosphate can be metabolized by Parabacteroides distasonis ATCC 8503 (log2FC = -0.808; p = 0.04). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bifidobacteriales | ||||
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Studied Microbe: Bifidobacterium breve DSM 20213
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Primaquine phosphate can be metabolized by Bifidobacterium breve DSM 20213 (log2FC = -0.605; p = 0.043). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Enterobacterales | ||||
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Studied Microbe: Escherichia coli BW25113
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|
[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Primaquine phosphate can be metabolized by Escherichia coli BW25113 (log2FC = -0.364; p = 0.018). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Erysipelotrichales | ||||
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Studied Microbe: Clostridium spiroforme DSM1552
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|
[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Primaquine phosphate can be metabolized by Clostridium spiroforme DSM1552 (log2FC = -0.549; p = 0.03). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Eubacteriales | ||||
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Studied Microbe: Bacteroides pectinophilus ATCC 43243
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|
[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Primaquine phosphate can be metabolized by Bacteroides pectinophilus ATCC 43243 (log2FC = -0.673; p = 0.008). | |||
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Studied Microbe: Clostridium difficile 120
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|
[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Primaquine phosphate can be metabolized by Clostridium difficile 120 (log2FC = -0.474; p = 0.048). | |||
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Studied Microbe: Clostridium symbiosum ATCC 14940
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Primaquine phosphate can be metabolized by Clostridium symbiosum ATCC 14940 (log2FC = -0.613; p = 0.002). | |||
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Studied Microbe: Enterocloster bolteae ATCC BAA-613
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[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Primaquine phosphate can be metabolized by Enterocloster bolteae ATCC BAA-613 (log2FC = -0.817; p = 0.025). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Tissierellales | ||||
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Studied Microbe: Anaerococcus hydrogenalis DSM 7454
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|
[2] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Primaquine phosphate can be metabolized by Anaerococcus hydrogenalis DSM 7454 (log2FC = -0.531; p = 0.005). | |||
| Target and Pathway | Top | |||
|---|---|---|---|---|
| Target(s) | Plasmodium Deoxyribonucleic acid (Malaria DNA) | Target Info | . | [3] |
| References | Top | |||
|---|---|---|---|---|
| REF 1 | FDA Approved Drug Products from FDA Official Website. 2009. Application Number: (NDA) 008316. | |||
| REF 2 | Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467. | |||
| REF 3 | Primaquine-induced differential gene expression analysis in mice liver using DNA microarrays. Toxicology. 2007 Sep 24;239(1-2):96-107. | |||
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