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阿昔洛韦

阿昔洛韦用途

Acyclovir能抑制疱疹病毒的胸苷激酶,IC50为530-750nM。

阿昔洛韦名称

[ CAS 号 ]:
59277-89-3

[ 中文名 ]:
阿昔洛韦

[ 英文名 ]:
Acyclovir

[中文别名 ]:

[英文别名 ]:

阿昔洛韦生物活性

阿昔洛韦物理化学性质

[ 密度 ]:
1.8±0.1 g/cm3

[ 沸点 ]:
576.5±58.0 °C at 760 mmHg

[ 熔点 ]:
256-257°C

[ 分子式 ]:
C8H11N5O3

[ 分子量 ]:
225.205

[ 闪点 ]:
302.4±32.3 °C

[ 精确质量 ]:
225.086182

[ PSA ]:
119.05000

[ LogP ]:
-3.31

[ 外观性状 ]:
白色至淡黄色晶体粉末

[ 蒸汽压 ]:
0.0±1.7 mmHg at 25°C

[ 折射率 ]:
1.762

[ 储存条件 ]:
库房通风低温干燥,与食品原料分开存放

[ 稳定性 ]:
Stable. Incompatible with strong oxidizing agents.

[ 水溶解性 ]:
H2O: 0.7 mg/mL

阿昔洛韦MSDS

阿昔洛韦毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UP0791400
CHEMICAL NAME :
6H-Purin-6-one, 1,9-dihydro-2-amino-9-((2-hydroxyethoxy)methyl)-
CAS REGISTRY NUMBER :
59277-89-3
LAST UPDATED :
199712
DATA ITEMS CITED :
30
MOLECULAR FORMULA :
C8-H11-N5-O3
MOLECULAR WEIGHT :
225.24
WISWESSER LINE NOTATION :
T56 BN DN FN HNJ D1O2Q GZ IQ &T56 BN DN FVM INJ B1O2Q HZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
28 mg/kg/2D-I
TOXIC EFFECTS :
Brain and Coverings - changes in surface EEG Behavioral - hallucinations, distorted perceptions Lungs, Thorax, or Respiration - sputum
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
12 mg/kg/1D-I
TOXIC EFFECTS :
Brain and Coverings - meningeal changes Behavioral - somnolence (general depressed activity) Behavioral - antipsychotic
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
100 mg/kg/5D-I
TOXIC EFFECTS :
Skin and Appendages - dermatitis, allergic (after systemic exposure)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
80 mg/kg/4D-I
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - hallucinations, distorted perceptions Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
486 mg/kg/17D-I
TOXIC EFFECTS :
Gastrointestinal - decreased motility or constipation Gastrointestinal - other changes
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
134 ug/kg/1D-I
TOXIC EFFECTS :
Behavioral - hallucinations, distorted perceptions
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
101 mg/kg/2D-I
TOXIC EFFECTS :
Behavioral - hallucinations, distorted perceptions Behavioral - muscle contraction or spasticity
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
107 mg/kg/4D-I
TOXIC EFFECTS :
Behavioral - hallucinations, distorted perceptions Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis)
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Multiple routes
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
36 mg/kg/2D-I
TOXIC EFFECTS :
Brain and Coverings - other degenerative changes Behavioral - coma Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>20 gm/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 - rat
DOSE/DURATION :
860 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 :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
620 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 - rat
DOSE/DURATION :
750 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 :
>10 gm/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 :
724 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 :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1118 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 :
1118 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 :
Mammal - species unspecified
DOSE/DURATION :
400 mg/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 :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
250 mg/kg/5D-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - changes primarily in glomeruli Kidney, Ureter, Bladder - urine volume increased Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
60 mg/kg
SEX/DURATION :
female 5-6 week(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
100 mg/kg
SEX/DURATION :
female 10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
200 mg/kg
SEX/DURATION :
female 10 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 :
Subcutaneous
DOSE :
400 mg/kg
SEX/DURATION :
female 9-11 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
1200 mg/kg
SEX/DURATION :
female 1-20 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - other effects Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Unreported
DOSE :
300 mg/kg
SEX/DURATION :
female 10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - rabbit Kidney
DOSE/DURATION :
6800 ug/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 38,1771,1989

阿昔洛韦安全信息

[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危害码 (欧洲) ]:
Xi

[ 风险声明 (欧洲) ]:
36/37/38

[ 安全声明 (欧洲) ]:
S22-S24/25

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
2

[ RTECS号 ]:
UP0791400

[ 海关编码 ]:
2933790090

阿昔洛韦合成路线

阿昔洛韦上下游产品

阿昔洛韦制备

方法一、以鸟嘌呤核苷为原料
N-7(或9)-二乙酰鸟嘌呤的制备 5L三颈瓶中分别加入鸟嘌呤核苷酸283g、10mol乙酐1.03L、2mol乙酸210ml,加热回流1h,加0.2mol PTS17.2g,再回流1h,减压蒸馏回收乙酐和乙酸,浓缩液加乙酸乙酯600ml,回流1.5h,冷却后过滤,得产品。
鸟嘌呤核苷酸[醋酐,醋酸,PTS]→[2h]N-7-(或9)-二乙酰鸟嘌呤
N-乙酰-9-[(2-乙酰氧基乙氧基)甲基]鸟嘌呤的制备 三颈瓶中加入N-7(或9)-二乙酰鸟嘌呤200g、2-氧杂-1,4-丁二醇二乙酸酯282g、PTSA9g、甲苯1.2L,回流24h后,迅速冷却至0℃,过滤,烘干,得产品。N-7(或9)-二乙酰鸟嘌呤[2-氧杂-1,4-丁二醇二乙酸酯,PTSA,甲苯]→[24h]N-乙酰-9-[(2-乙酰氧基乙氧基)甲基]鸟嘌呤
无环鸟苷的制备 将N-乙酰-9-[(2-乙酰氧基乙氧基)甲基]鸟嘌呤0.5mol、25%甲胺水溶液2.7L置于三颈瓶中,搅拌下于35-37℃反应0.5h,减压浓缩至干,加350m1乙醇溶解,过滤,滤饼用乙醇洗涤,干燥得粗品。用40倍水重结晶得精品。
N-乙酰-9-[(2-乙酰氧基乙氧基)甲基]鸟嘌呤[甲胺]→[35-37℃,0.5h]无环鸟苷
方法二、以鸟嘌呤为原料
N,N-二乙酰鸟嘌呤的制备 将鸟嘌呤5g置于圆底烧瓶中,加乙酐81ml,搅拌混合后加入少量乙酸和乙酸锌,加热回流16h,冷却,减压回收乙酸,冰浴冷却后过滤,乙醇及水洗后干燥,得产品。
鸟嘌呤[醋酐,醋酸,醋酸锌]→[16h]N,N-二乙酰鸟嘌呤
1,3-二氧五环的制备 将乙二醇248g、多聚甲醛120g混合后,搅拌下缓慢滴加浓硫酸22.1g,加完后回流3h,反应液冷却至室温,移至分液漏斗中,加氯化钠饱和盐析,分取有机相,干燥后蒸馏,收集74-76℃馏分即产品。
乙二醇[多聚甲醛,浓硫酸]→[3h]1,3-二氧五环
N-乙酰-9-[(2-乙酰氧基乙氧基)甲基]鸟嘌呤的制备 将乙酐31g、乙酸5g对甲苯磺酸2g混合,搅拌下冷却至10℃以下,加二氧五环24g,并保持温度不超过40℃,冷至室温,加入甲苯78ml及N,N-二乙酰鸟嘌呤15g,搅拌回流1h,冷至室温,加入氯仿,过滤,干燥,得产品。
N,N-二乙酰鸟嘌吟[1,3-二氧五环,PST,醋酐,醋酸,甲苯]→N-乙酰-9-[(2-乙酰氧基乙氧基)甲基]鸟嘌呤
无环鸟苷的制备 将上步所得的N-乙酰-9-[(2-乙酰氧基乙氧基)甲基]鸟嘌呤与40%甲胺水溶液120ml混合,搅拌下加热1h,冷却后过滤,滤液减压浓缩,加乙醇洗涤,过滤,得粗品,用水重结晶,得无环鸟苷纯品。N-乙酰-9-[(2-乙酰氧基乙氧基)甲基]鸟嘌呤[甲基]→[3h]无环鸟苷。

将2-氯-9-(-2-羟乙氧基甲基)腺嘌呤与亚硝酸钠作用,得到的2-氯-9-(2-羟乙氧基甲基)次黄嘌呤(熔点>310℃)用液氨饱和,在125℃密闭加热5h即生成无环鸟苷。

方法1:以鸟嘌呤为原料。鸟嘌呤和乙酐混合,加入少量乙酸和乙酸锌,搅拌回流。减压蒸去过量的乙酐,冷至0℃过滤,滤饼用乙醇和水洗,干燥,得N,N,-二乙酰鸟嘌呤,收率92.6%。将乙酐、乙酸和对甲苯磺酸混合,冷至10℃以下。搅拌下加入二氧五环,控制内温在40℃以下。冷至室温,加入甲苯和N,N’-二乙酰鸟瞟呤,搅拌回流。冷至室温,加入氯仿,过滤。滤饼用氯仿洗,干燥后溶于40%甲胺水溶液,搅拌回流。冷却,过滤,滤液减压浓缩至浆状物,冷却后用乙醇洗,过滤。滤饼用水重结晶,得阿昔洛韦,收率75%,熔点255~258℃。
N,N’-二乙酰鸟嘌呤也可和2-氧杂-1,4-丁二醇二乙酸酯在二甲亚砜中,用对甲苯磺酸催化,于100℃下反应后,再进行层析得到阿昔洛韦的二乙酸酯,然后在饱和氨气的甲醇溶液中进行水解,得到阿昔洛韦,以鸟嘌呤计的总收率为43%。


方法2:鸟嘌呤三甲基硅烷化后,再和2-苄氧基乙氧基甲基氯反应后,再去掉苄基得阿昔洛韦,收率24%。

阿昔洛韦海关

[ 海关编码 ]: 2933990090

[ 中文概述 ]:
2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6-己内酰胺请注明外观, 签约日期

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

阿昔洛韦文献

Liquid chromatography tandem mass spectrometry quantitation of intracellular concentrations of ganciclovir and its phosphorylated forms.

Anal. Bioanal. Chem 407(12) , 3449-56, (2015)

Ganciclovir (GCV) is prescribed for cytomegalovirus infection which is a major issue in immunodepressed patients. It is however characterized by hematological toxicity. A better understanding of GCV c...

Comparison of in vitro release rates of acyclovir from cream formulations using vertical diffusion cells.

AAPS PharmSciTech 15(4) , 994-9, (2014)

Acyclovir, indicated in the treatment of herpes labialis ("cold sores"), is formulated as semisolid topical dosage forms and marketed in numerous countries. Since the formulations of the various acycl...

Transporter-mediated uptake of UDP-glucuronic acid by human liver microsomes: assay conditions, kinetics, and inhibition.

Drug Metab. Dispos. 43(1) , 147-53, (2014)

This study characterized the kinetics, variability, and factors that affect UDP-glucuronic acid (UDP-GlcUA) uptake by human liver microsomes (HLM). Biphasic kinetics were observed for UDP-GlcUA uptake...


更多文献

相关化工产品/化学物质:

相关药品:

推荐生产厂家/供应商:

公司名:吉尔生化(上海)有限公司

区域:上海市闵行区

价格:
$需询单/1g

联系人:杨经理

产品详情:ACV


公司名:上海吉至生化科技有限公司

区域:上海市奉贤区

价格:
¥358.0/25g ¥128.0/5g

联系人:刘佳

产品详情:阿昔洛韦


公司名:上海源溪生物科技有限公司

区域:上海市浦东新区

价格:
¥需询单/1g

联系人:赖经理

产品详情:Acyclovir (Aciclovir)


公司名:上海脉铂医药科技有限公司

区域:上海市嘉定区

价格:
¥569.0/50mg ¥489.0/1g ¥需询单/1g ¥需询单/1g

联系人:李先生

产品详情:Acyclovir


公司名:上海阿拉丁生化科技股份有限公司

区域:上海市浦东新区

价格:
¥32.9/1g ¥38.9/5g ¥375.9/1ml ¥284.9/100g

联系人:阿拉丁

产品详情:阿昔洛韦


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阿昔洛韦相关知识

[阿昔洛韦] - 说明书 - 作用 - 阿昔洛韦片(海王)副作用

2018-12-17 17:20:30

导读:阿昔洛韦(Aciclovir,ACV)又被写作Acyclovir或Acycloguanosine,又称无环鸟苷,是一种鸟嘌呤类似物类的抗病毒药物。主要用来治疗单纯疱疹病毒感染、水痘、带状疱疹。另外也应用在移植手术后,预防人类疱疹病毒第四型等巨细胞病毒感染的预防性投药。同时具有口服剂型与静脉注...


相关化合物

【阿昔洛韦】化源网提供阿昔洛韦CAS号59277-89-3,阿昔洛韦MSDS及其说明、性质、英文名、生产厂家、作用/用途、分子量、密度、沸点、熔点、结构式等。CAS号查询阿昔洛韦上化源网,专业又轻松。>>电脑版:阿昔洛韦

标题:阿昔洛韦_MSDS_用途_密度_阿昔洛韦CAS号【59277-89-3】_化源网 地址:https://www.chemsrc.com/amp/cas/59277-89-3_1067946.html