Primaquine

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Names

[ CAS No. ]:
90-34-6

[ Name ]:
Primaquine

[Synonym ]:
(±)-Primaquine
[14C]-Primaquine
1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)- (9CI)
Primaquine
4-N-(6-methoxyquinolin-8-yl)pentane-1,4-diamine
N4-(6-methoxy-8-quinolinyl)1,4-pentanediamine
Primaquin
Primachinum
1,4-Pentanediamine, N4- (6-methoxy-8-quinolinyl)-
N-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine
8-[(4-Amino-1-methylbutyl)amino]-6-methoxyquinoline
1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-
Neo-Quipenyl
1,4-Pentanediamine, N(4)-(6-methoxy-8-quinolinyl)-
8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline
N4-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine
EINECS 201-987-2
Primaquinum
N-(6-Methoxyquinolin-8-yl)pentane-1,4-diamine
UNII:MVR3634GX1
Primachin
Primaquina
6-Methoxy-8-[(4-amino-1-methylbutyl)amino]quinoline
N'-(6-methoxy-8-quinolinyl)-1,4-pentanediamine
1,4-Pentanediamine, N-(6-methoxy-8-quinolinyl)-
N-[6-(methyloxy)quinolin-8-yl]pentane-1,4-diamine

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
451.1±45.0 °C at 760 mmHg

[ Melting Point ]:
25°C

[ Molecular Formula ]:
C15H21N3O

[ Molecular Weight ]:
259.347

[ Flash Point ]:
226.6±28.7 °C

[ Exact Mass ]:
259.168457

[ PSA ]:
60.17000

[ LogP ]:
2.67

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.616

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VA9650000
CHEMICAL NAME :
Quinoline, 8-(4-amino-1-methylbutylamino)-6-methoxy-
CAS REGISTRY NUMBER :
90-34-6
BEILSTEIN REFERENCE NO. :
0019337
LAST UPDATED :
199712
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C15-H21-N3-O
MOLECULAR WEIGHT :
259.39
WISWESSER LINE NOTATION :
T66 BNJ HO1 JMY1&3Z

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 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 :
Rodent - mouse
DOSE/DURATION :
15900 ug/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 :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
68800 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
96 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
810 mg/kg/3W-I
TOXIC EFFECTS :
Behavioral - ataxia Liver - hepatitis (hepatocellular necrosis), zonal Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
283 mg/kg/5D-I
TOXIC EFFECTS :
Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
336 mg/kg/16D-I
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - ataxia Gastrointestinal - hypermotility, diarrhea

MUTATION DATA

TEST SYSTEM :
Rodent - rat
DOSE/DURATION :
8 mg/kg
REFERENCE :
SYXUD2 Shandong Yixueyuan Xuebao. Journal of Shandong Medical College. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) Beginning history not known. Volume(issue)/page/year: 23,26,1985

Safety Information

[ Hazard Codes ]:
Xn

[ HS Code ]:
2933499090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Methyl α-D-mannopyranoside
  • 8-(4-ethoxycarbonylamino-1-methylbutylamino)-6-methoxyquinoline
  • 8-[4-(2-ethoxycarbonylmethoxycarbonyl)amino-1-methylbutylamino]-6-methoxyquinoline
  • 8-[4-(2,2,2-trifluoroethoxycarbonyl)amino-1-methylbutylamino]-6-methoxyquinoline
  • 8-[4-(4-methoxyphenoxycarbonyl)amino-1-methylbutylamino]-6-methoxyquinoline
  • 8-(4-phenoxycarbonylamino-1-methylbutylamino)-6-methoxyquinoline
  • 8-[4-(4-chlorophenoxycarbonyl)amino-1-methylbutylamino]-6-methoxyquinoline
  • 8-[4-(4-nitrophenoxycarbonyl)amino-1-methylbutylamino]-6-methoxyquinoline
  • primaquine phosphate

DownStream

  • bis(trifluoroacetyl)primaquine

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%

Related Compounds

  • primaquine
  • (+)-Primaquine
  • Leu-primaquine
  • Cys-primaquine
  • Octanoylprimaquine
  • primaquine phosphate