プリマキンリン酸塩

Primaquine Diphosphate

HCID 6135CAS 63-45-6

基本情報

標準SMILES
COc1cc(NC(C)CCCN)c2ncccc2c1.O=P(O)(O)O.O=P(O)(O)O
InChIKey
GJOHLWZHWQUKAU-UHFFFAOYSA-N
分子式
C15H27N3O9P2
平均分子量
455.34 g/mol
単同位体質量
455.12225344

名称と識別子

優先名称
Primaquine Diphosphate
IUPAC
4-N-(6-methoxyquinolin-8-yl)pentane-1,4-diamine;phosphoric acid
現地名
プリマキンリン酸塩
英語名
Primaquine diphosphate
分子式
C15H27N3O9P2
分子量
455.34

名称と別名

primaquine diphosphate63-45-6PRIMAQUINE PHOSPHATEMalquine1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, phosphate (1:2)DTXSID6045248CAMDENPrimaquini diphosphasH0982HF78BNSC-149765WR 2975DTXCID4025248
名称をさらに表示
N'-(6-メトキシ-8-キノリニル)-1,4-ペンタンジアミン·2りん酸塩プリマキンジホスファートプリマキン2りん酸プリマキン二りん酸塩8-[(4-アミノ-1-メチルブチル)アミノ]-6-メトキシキノリン·2りん酸プリマキン二りん酸二りん酸プリマキンりん酸プリマキンプリマキンリン酸塩プリマキンリン酸塩 (JAN)8-[(4-アミノ-1-メチルブチル)アミノ]-6-メトキシキノリン・2りん酸N′-(6-メトキシキノリン-8-イル)ペンタン-1,4-ジアミン・2りん酸塩N′-(6-メトキシ-8-キノリニル)-1,4-ペンタンジアミン・2りん酸塩VST1001VST 1001VST-1001primachinPRIMAQUINEPHOSPHATE,USPPrimaquine diphosphate,98%Primaquine diphosphate CRS
Diphosphate, PrimaquinePhosphate, PrimaquineRefChem:56453NSC27296Primaquine bisphosphatePrimaquine (Diphosphate)CCRIS 1946N4-(6-methoxyquinolin-8-yl)pentane-1,4-diamine bis(phosphate)

データベース識別子

CAS
63-45-6
PubChem CID
6135
DTXSID
DTXSID6045248
ChEMBL
CHEMBL43128
ChEBI
CHEBI:232993
UNII
H0982HF78B
EC Number
200-560-8

物性

構造計算による物性

極性表面積
216 Ų
水素結合供与体数
8
水素結合受容体数
12
回転可能結合数
6
重原子数
29

実験および物理化学的性質

Collision Cross Section161.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
205 · 205-206 °C (dec.)(lit.)
貯蔵温度
2 · 2-8°C
溶解性
50 mg/mL、透明、オレンジ色から赤色 · 水: 可溶50mg/mL、透明、オレンジ色から赤色
外見
Solid
色
Red brown to orange
水溶解度
適度に溶ける

化学的性質

化学的特性orange powder

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Other Safety InformationIMAP assessments - 1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, phosphate(1:2): Human health tier I assessment;IMAP assessments - 1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, phosphate(1:2): Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (100%)

毒性情報

Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Primaquine phosphate

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation · 1 件

◉ Summary of Use during Lactation;Primaquine and its metabolite are poorly excreted into breastmilk of nursing mothers and undetectable in the serum of their breastfed infants. Breastfed infants beyond the neonatal period have shown no evidence of hemolysis. Neonates and infants with glucose-6-phosphate dehydrogenase (G6PD) deficiency have not been studied, but G6PD-deficient infants over 28 days of age appear to have a low risk of hemolysis from exposure in breastmilk. Modeling suggests that nursing mothers can receive primaquine with little risk to their infants, even if the infants are G6PD deficient.;United Kingdom malaria treatment guidelines recommend that primaquine be avoided in nursing mothers with malaria and that weekly chloroquine 500 mg be given until breastfeeding is completed. However, these guidelines were developed before information on the excretion of primaquine into breastmilk and safety in breastfed infants was published. More recent information indicates that all mothers nursing infant over 28 days of age could safely receive primaquine. The Centers for Disease Control and Prevention guidelines state that primaquine may be used in breastfeeding mothers and infants with normal G6PD levels. Because the small amounts of primaquine transferred in breast milk are insufficient to provide adequate protection or treatment of malaria, infants who require chemoprophylaxis or therapy must receive the recommended dosages of primaquine.;◉ Effects in Breastfed Infants;Twenty-one mothers with vivax malaria were given a dosage of primaquine 0.5 mg/kg daily for 14 days while breastfeeding their infants who were at least 28 days old. No alterations in hematocrit, Heinz body counts, serum bilirubin, oxygen saturation, or methemoglobinemia were seen in any of the infants.;A woman with vivax malaria who was 5 months postpartum was given a dose of primaquine of 0.52 mg/kg daily for 7 days, then 0.46 mg/kg daily for 7 days after rechecking the patient’s weight. She was found to be heterozygous for glucose-6-phosphate dehydrogenase (G6PD) deficiency and experienced some hemolysis and anemia. Her female infant was being breastfed (extent not stated) during treatment and was found to be heterozygous for the G6PD Mahidol variant, but had no apparent hemolysis. The child’s vaccination schedule was completed, and the 6-month motor milestones were normal.;◉ Effects on Lactation and Breastmilk;Relevant published information was not found as of the revision date.

安全データ

F
10
wgk
3
rtecs
VA9660000
ridadr
UN 2811 6.1/PG 3
hs_code
29334900
risk_code
25

化学と産業

薬理情報

FDA Pharmacological Classification · 2 件

PRIMAQUINE PHOSPHATE

Antimalarial [EPC]

MeSH Pharmacological ClassificationAgents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)
応用分野 · 1 件

使用Primaquine diphosphate is an established antimalarial drug used in the treatment of persistent liver forms of P. vivax or P. ovale infection for its ability to kill late-stage gametocytes and hypnozoites. In historical terms, this aminoquinoline was the stimulus for the discovery of glucose-6-phosphate (G6P) dehydrogenase deficiency as it induced hemolytic anemia in patients lacking the G6P-metabolizing enzyme.

調製方法 · 1 件

純化方法It forms yellow crystals from 90% aqueous EtOH and is moderately soluble in H2O. The oxalate salt has m 182.5-185o (from 80% aqueous EtOH), and the free base is a viscous liquid b 165-170o/0.002mm, 175-177o/2mm. [Elderfield et al. J Am Chem Soc 68 1526 1964, Elderfield et al. J Am Chem Soc 77 4817 1955, Beilstein 22 III/IV 5817.]

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]

関連反応

1 件

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