CAS 63-45-6|primaquine phosphate

Introduction:Basic information about CAS 63-45-6|primaquine phosphate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Nameprimaquine phosphate
CAS Number63-45-6Molecular Weight455.337
Density/Boiling Point451.1ºC at 760 mmHg
Molecular FormulaC15H27N3O9P2Melting Point205-206 °C (dec.)(lit.)
MSDSChineseUSAFlash Point226.6ºC
Symbol
GHS06
Signal WordDanger

Names

NamePrimaquine bisphosphate
SynonymMore Synonyms

primaquine phosphate BiologicalActivity

DescriptionPrimaquine is the only generally available anti-malarial that prevents relapse in vivax and ovale malaria, and the only potent gametocytocide in falciparum malaria.
Related CatalogSignaling 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 Point451.1ºC at 760 mmHg
Melting Point205-206 °C (dec.)(lit.)
Molecular FormulaC15H27N3O9P2
Molecular Weight455.337
Flash Point226.6ºC
Exact Mass455.122253
PSA235.31000
LogP1.69880
InChIKeyRKFFPTPBADAVDU-UHFFFAOYSA-N
SMILESCOc1cc(NC(C)CCCN)c2ncccc2c1.O=P(O)(O)O
StabilityStable. Incompatible with strong oxidizing agents.
Water Solubilitymoderately soluble

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VA9660000
CAS REGISTRY NUMBER :
63-45-6
LAST UPDATED :
199509
DATA ITEMS CITED :
11
MOLECULAR FORMULA :
C15-H21-N3-O.2H3-O4-P
MOLECULAR WEIGHT :
455.39
WISWESSER LINE NOTATION :
T66 BNJ HO1 JMY1&3Z &..H3.P-O4 2

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 :
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)

Safety Information

Symbol
GHS06
Signal WordDanger
Hazard StatementsH301
Precautionary StatementsMissing Phrase - N15.00950417
Personal Protective EquipmentEyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard CodesT:Toxic
Risk PhrasesR25
Safety PhrasesS45
RIDADRUN 2811 6.1/PG 3
WGK Germany3
RTECSVA9660000
Packaging GroupIII
Hazard Class6.1(b)
HS Code2933499090

Customs

HS Code2933499090
Summary2933499090. 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)
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