CAS 63-45-6|primaquine phosphate
| Common Name | primaquine phosphate | ||
|---|---|---|---|
| CAS Number | 63-45-6 | Molecular Weight | 455.337 |
| Density | / | Boiling Point | 451.1ºC at 760 mmHg |
| Molecular Formula | C15H27N3O9P2 | Melting Point | 205-206 °C (dec.)(lit.) |
| MSDS | ChineseUSA | Flash Point | 226.6ºC |
| Symbol | GHS06 | Signal Word | Danger |
Names
| Name | Primaquine bisphosphate |
|---|---|
| Synonym | More Synonyms |
primaquine phosphate BiologicalActivity
| Description | Primaquine is the only generally available anti-malarial that prevents relapse in vivax and ovale malaria, and the only potent gametocytocide in falciparum malaria. |
|---|---|
| Related Catalog | Signaling Pathways >>Anti-infection >>ParasiteResearch Areas >>Infection |
| References | [1]. Ashley EA, et al. Primaquine: the risks and the benefits. Malar J. 2014 Nov 3;13:418. [2]. Rajgor DD, et al. Antirelapse Efficacy of Various Primaquine Regimens for Plasmodium vivax. Malar Res Treat. 2014;2014:347018. [3]. Hanboonkunupakarn B, et al. Open-label crossover study of primaquine and dihydroartemisinin-piperaquine pharmacokinetics in healthy adult thai subjects. Antimicrob Agents Chemother. 2014 Dec;58(12):7340-6. |
Chemical & Physical Properties
| Boiling Point | 451.1ºC at 760 mmHg |
|---|---|
| Melting Point | 205-206 °C (dec.)(lit.) |
| Molecular Formula | C15H27N3O9P2 |
| Molecular Weight | 455.337 |
| Flash Point | 226.6ºC |
| Exact Mass | 455.122253 |
| PSA | 235.31000 |
| LogP | 1.69880 |
| InChIKey | RKFFPTPBADAVDU-UHFFFAOYSA-N |
| SMILES | COc1cc(NC(C)CCCN)c2ncccc2c1.O=P(O)(O)O |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Water Solubility | moderately soluble |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 177 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 :
- 68 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 :
- 105 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 :
- Intravenous
- SPECIES OBSERVED :
- Bird - domestic
- DOSE/DURATION :
- 19300 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 540 mg/kg
- SEX/DURATION :
- female 8-16 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Embryo or Fetus - fetal death
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 600 mg/kg
- SEX/DURATION :
- female 8-13 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 480 mg/kg
- SEX/DURATION :
- female 6-15 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Maternal Effects - other effects
MUTATION DATA - TYPE OF TEST :
- DNA inhibition
- TEST SYSTEM :
- Microorganism - not otherwise specified
- DOSE/DURATION :
- 5 mg/L
- REFERENCE :
- AMACCQ Antimicrobial Agents and Chemotherapy. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1972- Volume(issue)/page/year: 1,259,1972 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3750 No. of Facilities: 206 (estimated) No. of Industries: 2 No. of Occupations: 5 No. of Employees: 2809 (estimated) No. of Female Employees: 2111 (estimated)
- TYPE OF TEST :
- DNA inhibition
- TEST SYSTEM :
- Microorganism - not otherwise specified
- DOSE/DURATION :
- 5 mg/L
- REFERENCE :
- AMACCQ Antimicrobial Agents and Chemotherapy. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1972- Volume(issue)/page/year: 1,259,1972 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3750 No. of Facilities: 206 (estimated) No. of Industries: 2 No. of Occupations: 5 No. of Employees: 2809 (estimated) No. of Female Employees: 2111 (estimated)
Safety Information
| Symbol | GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301 |
| Precautionary Statements | Missing Phrase - N15.00950417 |
| Personal Protective Equipment | Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges |
| Hazard Codes | T:Toxic |
| Risk Phrases | R25 |
| Safety Phrases | S45 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | VA9660000 |
| Packaging Group | III |
| Hazard Class | 6.1(b) |
| HS Code | 2933499090 |
Customs
| HS Code | 2933499090 |
|---|---|
| Summary | 2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Articles51
More Articles| Optimization of primaquine diphosphate tablet formulation for controlled drug release using the mixture experimental design. Pharm. Dev. Technol. 18(5) , 1247-54, (2013) A tablet formulation based on hydrophilic matrix with a controlled drug release was developed, and the effect of polymer concentrations on the release of primaquine diphosphate was evaluated. To achie... | |
| Development of simplified HPLC methods for the detection of counterfeit antimalarials in resource-restraint environments. J. Pharm. Biomed. Anal. 98 , 434-45, (2014) Regular quality control and post-marketing surveillance of pharmaceuticals has been a critical challenge for countries of the developing world ever since. Counterfeit and substandard medicines are wid... | |
| Validation of a method for the simultaneous quantification of chloroquine, desethylchloroquine and primaquine in plasma by HPLC-DAD J. Pharm. Biomed. Anal. 95 , 200-6, (2014) • Chloroquine, desethyl chloroquine and primaquine level were quantified simultaneously by HPLC-DAD. • The method validation parameters were adequate according international standards. • Sample prepar... |
Synonyms
| 1,4-pentanediamine, N4-(6-methoxy-8-quinolinyl)-, phosphate (1:2) |
| N4-(6-methoxyquinolin-8-yl)pentane-1,4-diamine phosphate (1:2) |
| N-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine phosphate (1:2) |
| EINECS 200-560-8 |
| Primaquine phosphate |
| N-(6-Methoxyquinolin-8-yl)pentane-1,4-diamine phosphate (1:2) |
| Primaquine diphosphate |
| 4-N-(6-methoxyquinolin-8-yl)pentane-1,4-diamine,phosphoric acid |
| Primaquine diphosphate salt |
| 1,4-Pentanediamine, N-(6-methoxy-8-quinolinyl)-, phosphate (1:2) |
| primaquine bis(phosphate) |
| MFCD00013166 |
| Primaquine (Diphosphate) |
