ent-Abacavir

别名: (1R,4S)-阿巴卡韦;ent-阿巴卡韦;苯氧菊酯;醚菌酯;亚胺菌;醋丁洛尔杂质I
目录号: V105439 纯度: ≥98%
Ent-Abacavir 是阿巴卡韦的对映体,是一种口服活性的竞争性核苷逆转录酶抑制剂。
ent-Abacavir CAS号: 136470-79-6
产品类别: Drug Intermediate
产品仅用于科学研究,不针对患者销售
规格 价格
500mg
1g
Other Sizes

Other Forms of ent-Abacavir:

  • rel-Abacavir-d4 (Abacavir-d4)
  • Abacavir carboxylate
  • Abacavir 5′-phosphate
  • (R,R)-Abacavir
  • 阿巴卡韦
  • 硫酸阿巴卡韦
  • 硫酸阿巴卡韦
  • 阿巴卡韦硫酸
点击了解更多
InvivoChem产品被CNS等顶刊论文引用
产品描述
Ent-Abacavir 是阿巴卡韦的对映体,是一种口服活性的竞争性核苷逆转录酶抑制剂。
生物活性&实验参考方法
毒性/毒理 (Toxicokinetics/TK)
妊娠和哺乳期的影响
◉ 哺乳期用药概述
阿巴卡韦会少量出现在母乳中。关于哺乳期使用阿巴卡韦的安全性信息非常有限。通过抗逆转录病毒疗法实现并维持病毒抑制可将母乳传播风险降低至1%以下,但并非为零。对于接受抗逆转录病毒疗法且病毒载量持续低于检测限的HIV感染者,如果选择母乳喂养,应予以支持。如果病毒载量未被抑制,建议使用巴氏消毒的捐赠母乳或配方奶。
◉ 对母乳喂养婴儿的影响
一位HIV阳性母亲每日服用一次含有多替拉韦50毫克、硫酸阿巴卡韦600毫克和拉米夫定300毫克的复方片剂(Triumeq)。她的婴儿纯母乳喂养约30周,之后又部分母乳喂养约20周。未观察到明显的副作用。
◉ 对哺乳和母乳的影响
接受高效抗逆转录病毒疗法的男性曾有乳房发育症的报道。乳房发育症最初为单侧,但约半数病例会发展为双侧。未观察到血清催乳素水平的变化,即使继续治疗,通常也会在一年内自行消退。一些病例报告和体外研究表明,蛋白酶抑制剂可能导致部分男性患者出现高催乳素血症和溢乳,但这一结论尚存争议。这些发现对哺乳期妇女的意义尚不明确。已建立泌乳的母亲的催乳素水平可能不会影响其母乳喂养能力。
参考文献

[1]. Generation of stable cell lines expressing Lamivudine-resistant hepatitis B virus for antiviral-compound screening. Antimicrob Agents Chemother. 2003 Jun;47(6):1936-42.

其他信息
阿巴卡韦硫酸盐/拉米夫定是一种固定剂量复方制剂,由阿巴卡韦硫酸盐(一种核苷类逆转录酶抑制剂,NRTI,鸟苷类似物)和拉米夫定(一种NRTI,胞苷类似物)组成,用于治疗人类免疫缺陷病毒(HIV)感染。口服后,阿巴卡韦和拉米夫定被磷酸化为活性代谢物,这些代谢物竞争性地掺入病毒DNA中。这些代谢物竞争性地抑制HIV逆转录酶(RT),并作为DNA合成的链终止剂。这会干扰病毒RNA DNA拷贝的生成,而病毒RNA DNA拷贝的生成是合成新病毒颗粒所必需的。
*注: 文献方法仅供参考, InvivoChem并未独立验证这些方法的准确性
化学信息 & 存储运输条件
分子式
C14H18N6O
分子量
286.33
精确质量
286.154
CAS号
136470-79-6
相关CAS号
Abacavir;136470-78-5;Abacavir sulfate;188062-50-2;Abacavir monosulfate;216699-07-9;Abacavir hydrochloride;136777-48-5
PubChem CID
469584
外观&性状
Typically exists as solids at room temperature
LogP
1.095
tPSA
102.61
氢键供体(HBD)数目
3
氢键受体(HBA)数目
6
可旋转键数目(RBC)
4
重原子数目
21
分子复杂度/Complexity
414
定义原子立体中心数目
2
SMILES
c1nc2c(nc(nc2n1[C@H]3C[C@H](C=C3)CO)N)NC4CC4CopyCopied
InChi Key
MCGSCOLBFJQGHM-WCBMZHEXSA-N
InChi Code
InChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m0/s1
化学名
[(1R,4S)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol
HS Tariff Code
2934.99.9001
存储方式

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

运输条件
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
溶解度数据
溶解度 (体外实验)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
溶解度 (体内实验)
注意: 如下所列的是一些常用的体内动物实验溶解配方,主要用于溶解难溶或不溶于水的产品(水溶度<1 mg/mL)。 建议您先取少量样品进行尝试,如该配方可行,再根据实验需求增加样品量。

注射用配方
(IP/IV/IM/SC等)
注射用配方1: DMSO : Tween 80: Saline = 10 : 5 : 85 (如: 100 μL DMSO 50 μL Tween 80 850 μL Saline)
*生理盐水/Saline的制备:将0.9g氯化钠/NaCl溶解在100 mL ddH ₂ O中,得到澄清溶液。
注射用配方 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (如: 100 μL DMSO 400 μL PEG300 50 μL Tween 80 450 μL Saline)
注射用配方 3: DMSO : Corn oil = 10 : 90 (如: 100 μL DMSO 900 μL Corn oil)
示例: 注射用配方 3 (DMSO : Corn oil = 10 : 90) 为例说明, 如果要配制 1 mL 2.5 mg/mL的工作液, 您可以取 100 μL 25 mg/mL 澄清的 DMSO 储备液,加到 900 μL Corn oil/玉米油中, 混合均匀。
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注射用配方 4: DMSO : 20% SBE-β-CD in Saline = 10 : 90 [如:100 μL DMSO 900 μL (20% SBE-β-CD in Saline)]
*20% SBE-β-CD in Saline的制备(4°C,储存1周):将2g SBE-β-CD (磺丁基-β-环糊精) 溶解于10mL生理盐水中,得到澄清溶液。
注射用配方 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (如: 500 μL 2-Hydroxypropyl-β-cyclodextrin (羟丙基环胡精) 500 μL Saline)
注射用配方 6: DMSO : PEG300 : Castor oil : Saline = 5 : 10 : 20 : 65 (如: 50 μL DMSO 100 μL PEG300 200 μL Castor oil 650 μL Saline)
注射用配方 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (如: 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
注射用配方 8: 溶解于Cremophor/Ethanol (50 : 50), 然后用生理盐水稀释。
注射用配方 9: EtOH : Corn oil = 10 : 90 (如: 100 μL EtOH 900 μL Corn oil)
注射用配方 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (如: 100 μL EtOH 400 μL PEG300 50 μL Tween 80 450 μL Saline)


口服配方
口服配方 1: 悬浮于0.5% CMC Na (羧甲基纤维素钠)
口服配方 2: 悬浮于0.5% Carboxymethyl cellulose (羧甲基纤维素)
示例: 口服配方 1 (悬浮于 0.5% CMC Na)为例说明, 如果要配制 100 mL 2.5 mg/mL 的工作液, 您可以先取0.5g CMC Na并将其溶解于100mL ddH2O中,得到0.5%CMC-Na澄清溶液;然后将250 mg待测化合物加到100 mL前述 0.5%CMC Na溶液中,得到悬浮液。
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口服配方 3: 溶解于 PEG400 (聚乙二醇400)
口服配方 4: 悬浮于0.2% Carboxymethyl cellulose (羧甲基纤维素)
口服配方 5: 溶解于0.25% Tween 80 and 0.5% Carboxymethyl cellulose (羧甲基纤维素)
口服配方 6: 做成粉末与食物混合


注意: 以上为较为常见方法,仅供参考, InvivoChem并未独立验证这些配方的准确性。具体溶剂的选择首先应参照文献已报道溶解方法、配方或剂型,对于某些尚未有文献报道溶解方法的化合物,需通过前期实验来确定(建议先取少量样品进行尝试),包括产品的溶解情况、梯度设置、动物的耐受性等。

请根据您的实验动物和给药方式选择适当的溶解配方/方案:
1、请先配制澄清的储备液(如:用DMSO配置50 或 100 mg/mL母液(储备液));
2、取适量母液,按从左到右的顺序依次添加助溶剂,澄清后再加入下一助溶剂。以 下列配方为例说明 (注意此配方只用于说明,并不一定代表此产品 的实际溶解配方):
10% DMSO → 40% PEG300 → 5% Tween-80 → 45% ddH2O (或 saline);
假设最终工作液的体积为 1 mL, 浓度为5 mg/mL: 取 100 μL 50 mg/mL 的澄清 DMSO 储备液加到 400 μL PEG300 中,混合均匀/澄清;向上述体系中加入50 μL Tween-80,混合均匀/澄清;然后继续加入450 μL ddH2O (或 saline)定容至 1 mL;

3、溶剂前显示的百分比是指该溶剂在最终溶液/工作液中的体积所占比例;
4、 如产品在配制过程中出现沉淀/析出,可通过加热(≤50℃)或超声的方式助溶;
5、为保证最佳实验结果,工作液请现配现用!
6、如不确定怎么将母液配置成体内动物实验的工作液,请查看说明书或联系我们;
7、 以上所有助溶剂都可在 Invivochem.cn网站购买。
制备储备液 1 mg 5 mg 10 mg
1 mM 3.4925 mL 17.4624 mL 34.9247 mL
5 mM 0.6985 mL 3.4925 mL 6.9849 mL
10 mM 0.3492 mL 1.7462 mL 3.4925 mL

1、根据实验需要选择合适的溶剂配制储备液 (母液):对于大多数产品,InvivoChem推荐用DMSO配置母液 (比如:5、10、20mM或者10、20、50 mg/mL浓度),个别水溶性高的产品可直接溶于水。产品在DMSO 、水或其他溶剂中的具体溶解度详见上”溶解度 (体外)”部分;

2、如果您找不到您想要的溶解度信息,或者很难将产品溶解在溶液中,请联系我们;

3、建议使用下列计算器进行相关计算(摩尔浓度计算器、稀释计算器、分子量计算器、重组计算器等);

4、母液配好之后,将其分装到常规用量,并储存在-20°C或-80°C,尽量减少反复冻融循环。

计算器

摩尔浓度计算器可计算特定溶液所需的质量、体积/浓度,具体如下:

  • 计算制备已知体积和浓度的溶液所需的化合物的质量
  • 计算将已知质量的化合物溶解到所需浓度所需的溶液体积
  • 计算特定体积中已知质量的化合物产生的溶液的浓度
使用摩尔浓度计算器计算摩尔浓度的示例如下所示:
假如化合物的分子量为350.26 g/mol,在5mL DMSO中制备10mM储备液所需的化合物的质量是多少?
  • 在分子量(MW)框中输入350.26
  • 在“浓度”框中输入10,然后选择正确的单位(mM)
  • 在“体积”框中输入5,然后选择正确的单位(mL)
  • 单击“计算”按钮
  • 答案17.513 mg出现在“质量”框中。以类似的方式,您可以计算体积和浓度。

稀释计算器可计算如何稀释已知浓度的储备液。例如,可以输入C1、C2和V2来计算V1,具体如下:

制备25毫升25μM溶液需要多少体积的10 mM储备溶液?
使用方程式C1V1=C2V2,其中C1=10mM,C2=25μM,V2=25 ml,V1未知:
  • 在C1框中输入10,然后选择正确的单位(mM)
  • 在C2框中输入25,然后选择正确的单位(μM)
  • 在V2框中输入25,然后选择正确的单位(mL)
  • 单击“计算”按钮
  • 答案62.5μL(0.1 ml)出现在V1框中
g/mol

分子量计算器可计算化合物的分子量 (摩尔质量)和元素组成,具体如下:

注:化学分子式大小写敏感:C12H18N3O4  c12h18n3o4
计算化合物摩尔质量(分子量)的说明:
  • 要计算化合物的分子量 (摩尔质量),请输入化学/分子式,然后单击“计算”按钮。
分子质量、分子量、摩尔质量和摩尔量的定义:
  • 分子质量(或分子量)是一种物质的一个分子的质量,用统一的原子质量单位(u)表示。(1u等于碳-12中一个原子质量的1/12)
  • 摩尔质量(摩尔重量)是一摩尔物质的质量,以g/mol表示。
/

配液计算器可计算将特定质量的产品配成特定浓度所需的溶剂体积 (配液体积)

  • 输入试剂的质量、所需的配液浓度以及正确的单位
  • 单击“计算”按钮
  • 答案显示在体积框中
动物体内实验配方计算器(澄清溶液)
第一步:请输入基本实验信息(考虑到实验过程中的损耗,建议多配一只动物的药量)
第二步:请输入动物体内配方组成(配方适用于不溶/难溶于水的化合物),不同的产品和批次配方组成不同,如对配方有疑问,可先联系我们提供正确的体内实验配方。此外,请注意这只是一个配方计算器,而不是特定产品的确切配方。
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+
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计算结果:

工作液浓度 mg/mL;

DMSO母液配制方法 mg 药物溶于 μL DMSO溶液(母液浓度 mg/mL)。如该浓度超过该批次药物DMSO溶解度,请首先与我们联系。

体内配方配制方法μL DMSO母液,加入 μL PEG300,混匀澄清后加入μL Tween 80,混匀澄清后加入 μL ddH2O,混匀澄清。

(1) 请确保溶液澄清之后,再加入下一种溶剂 (助溶剂) 。可利用涡旋、超声或水浴加热等方法助溶;
            (2) 一定要按顺序加入溶剂 (助溶剂) 。

临床试验信息
Title:Cost-effectiveness of Different Antiretroviral Treatment in Patients HIV Naive
Status:Withdrawn
updateDate:2025-07-30
Ctid:NCT02470650

Link: https://clinicaltrials.gov/ct2/show/NCT02470650

Conditions:Patient Compliance|Antiretroviral Therapy Intolerance
Interventions:rilpivirine
Phase:Phase 4
Title:A Dose-Range Finding Clinical Trial Study in Human Immunodeficiency Virus (HIV-1) Infected Treatment-Naive Adults
Status:Terminated
updateDate:2024-06-26
Ctid:NCT04493216

Link: https://clinicaltrials.gov/ct2/show/NCT04493216

Conditions:HIV Infections
Interventions:Placebo
Phase:Phase 2
Title:A Phase IIb Study to Evaluate a Long-Acting Intramuscular Regimen for Maintenance of Virologic Suppression (Following Induction With an Oral Regimen of GSK1265744 and Abacavir/Lamivudine) in Human Immunodeficiency Virus Type 1 (HIV-1) Infected, Antiretroviral Therapy-Naive Adult Subjects
Status:Completed
updateDate:2024-06-12
Ctid:NCT02120352

Link: https://clinicaltrials.gov/ct2/show/NCT02120352

Conditions:Infection, Human Immunodeficiency Virus|HIV Infections
Interventions:RPV
Phase:Phase 2
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Title:Cellular Pharmacology and Platelet Effects of Abacavir and Lamivudine Anabolites
Status:Completed
updateDate:2023-01-09
Ctid:NCT04301661

Link: https://clinicaltrials.gov/ct2/show/NCT04301661

Conditions:HIV-1-infection
Interventions:Switch
Phase:
Title:Study of Options for Second-Line Effective Combination Therapy (SELECT)
Status:Completed
updateDate:2021-08-05
Ctid:NCT01352715

Link: https://clinicaltrials.gov/ct2/show/NCT01352715

Conditions:HIV-1 Infection
Interventions:Lamivudine
Phase:Phase 3
Title:Study to Evaluate the Safety and Efficacy of Switching From Regimens Consisting of Boosted Atazanavir or Darunavir Plus Either Emtricitabine/Tenofovir or Abacavir/Lamivudine to Bictegravir/Emtricitabine/Tenofovir Alafenamide in Virologically Suppressed HIV-1 Infected Adults
Status:Completed
updateDate:2020-12-29
Ctid:NCT02603107

Link: https://clinicaltrials.gov/ct2/show/NCT02603107

Conditions:HIV-1 Infection
Interventions:B/F/TAF
Phase:Phase 3
Title:New Tablet Containing Two FDA Approved Anti-HIV Drugs For Antiretroviral Therapy Experienced HIV-1 Infected Subjects
Status:Completed
updateDate:2020-03-24
Ctid:NCT00044577

Link: https://clinicaltrials.gov/ct2/show/NCT00044577

Conditions:Infection, Human Immunodeficiency Virus I|HIV Infection
Interventions:tenofovir
Phase:Phase 3
Title:A HIV Study Of A Fixed-Dose Combination Tablet In Antiretroviral Experienced Patients
Status:Completed
updateDate:2020-03-24
Ctid:NCT00046176

Link: https://clinicaltrials.gov/ct2/show/NCT00046176

Conditions:Infection, Human Immunodeficiency Virus I|HIV Infection
Interventions:lamivudine
Phase:Phase 3
Title:Switch Study to Evaluate F/TAF in HIV-1 Infected Adults Who Are Virologically Suppressed on Regimens Containing ABC/3TC
Status:Completed
updateDate:2019-10-25
Ctid:NCT02469246

Link: https://clinicaltrials.gov/ct2/show/NCT02469246

Conditions:HIV-1 Infection
Interventions:3rd ARV agent
Phase:Phase 3
Title:A Prospective, Open-label Trial of Two ABC/3TC Based Regimens in Late Presenter naïve Patients (CD4 <200 Cells/µL)
Status:Completed
updateDate:2019-04-23
Ctid:NCT01900106

Link: https://clinicaltrials.gov/ct2/show/NCT01900106

Conditions:HIV Infection
Interventions:abacavir/lamivudine + darunavir/ritonavir
Phase:Phase 3
Title:Safety and Efficacy of Switching From Regimens of ABC/3TC + a 3rd Agent to E/C/F/TAF Fixed-Dose Combination (FDC) in Virologically-Suppressed HIV 1 Infected Adults
Status:Completed
updateDate:2018-11-14
Ctid:NCT02605954

Link: https://clinicaltrials.gov/ct2/show/NCT02605954

Conditions:HIV-1 Infection
Interventions:Third Antiretroviral Agent
Phase:Phase 3
Title:Efavirenz or Atazanavir/Ritonavir Given With Emtricitabine/Tenofovir Disoproxil Fumarate or Abacavir/Lamivudine in HIV Infected Treatment-Naive Adults
Status:Completed
updateDate:2018-10-12
Ctid:NCT00118898

Link: https://clinicaltrials.gov/ct2/show/NCT00118898

Conditions:HIV Infections
Interventions:Emtricitabine/Tenofovir disoproxil fumarate placebo
Phase:Phase 3
Title:A Trial Comparing GSK1349572 50mg Plus Abacavir/Lamivudine Once Daily to Atripla (Also Called The SINGLE Trial)
Status:Completed
updateDate:2018-04-04
Ctid:NCT01263015

Link: https://clinicaltrials.gov/ct2/show/NCT01263015

Conditions:Infection, Human Immunodeficiency Virus I
Interventions:Atripla placebo
Phase:Phase 3
Title:Renal Effect of Stribild or Other Tenofovir DF-containing Regimens Compared to Ritonavir-boosted Atazanavir Plus Abacavir/Lamivudine in Antiretroviral Treatment-naive HIV-1 Infected Adults
Status:Completed
updateDate:2018-01-03
Ctid:NCT02246998

Link: https://clinicaltrials.gov/ct2/show/NCT02246998

Conditions:HIV-1 Infection
Interventions:Iohexol
Phase:Phase 4
Title:Relative Bioavailability Study of a Fixed-dose Combination Dolutegravir/Abacavir/Lamivudine Dispersible Tablet
Status:Completed
updateDate:2017-08-04
Ctid:NCT02893488

Link: https://clinicaltrials.gov/ct2/show/NCT02893488

Conditions:Infection, Human Immunodeficiency Virus
Interventions:TIVICAY (DTG)
Phase:Phase 1
Title:Nucleoside Switch Pilot for Virologically Controlled HIV Subjects With Decreasing CD4 Cells Who Have Received TDF-based ARV Therapy
Status:Completed
updateDate:2017-04-28
Ctid:NCT01608269

Link: https://clinicaltrials.gov/ct2/show/NCT01608269

Conditions:HiV1- Positive
Interventions:Abacavir/Lamivudine
Phase:Phase 4
Title:A Simplification Study of Unboosted Reyataz With Epzicom (ASSURE)
Status:Completed
updateDate:2013-11-19
Ctid:NCT01102972

Link: https://clinicaltrials.gov/ct2/show/NCT01102972

Conditions:Infection, Human Immunodeficiency Virus
Interventions:Reyataz + Epzicom
Phase:Phase 4
Title:Lopinavir/r Monotherapy Versus Abacavir/Lamivudine and Lopinavir/r for Limb Fat Recovery in Persons With Lipoatrophy
Status:Completed
updateDate:2013-03-22
Ctid:NCT00865007

Link: https://clinicaltrials.gov/ct2/show/NCT00865007

Conditions:HIV Infection|Lipodystrophy|HIV Infections
Interventions:Monotherapy (Lopinavir/ritonavir) + ABC/3TC
Phase:Phase 4
Title:KALETRA Or LEXIVA With Ritonavir Combined With EPIVIR And Abacavir In Naive Subjects Over 48 Weeks
Status:Completed
updateDate:2011-05-16
Ctid:NCT00085943

Link: https://clinicaltrials.gov/ct2/show/NCT00085943

Conditions:HIV Infection|Infection, Human Immunodeficiency Virus
Interventions:Fosamprenavir
Phase:Phase 3
Title:Estimate The Effect Of Lersivirine On The Pharmacokinetics Of Abacavir/Lamivudine In Healthy Subjects
Status:Completed
updateDate:2011-02-04
Ctid:NCT01220232

Link: https://clinicaltrials.gov/ct2/show/NCT01220232

Conditions:Healthy Volunteers
Interventions:Lersivirine
Phase:Phase 1
Title:A New Tablet Containing Two FDA-Approved Drugs In HIV-Infected Patients Who Have Not Received Prior Therapy
Status:Completed
updateDate:2010-10-04
Ctid:NCT00053638

Link: https://clinicaltrials.gov/ct2/show/NCT00053638

Conditions:HIV Infection
Interventions:abacavir/lamivudine
Phase:Phase 3
Title:A Study Comparing Safety Of Abacavir And Lamivudine Administered Once-Daily As A Single Tablet Versus The Same Drugs Administered Twice-Daily As Separate Tablets (ALOHA Study)
Status:Completed
updateDate:2010-09-30
Ctid:NCT00094367

Link: https://clinicaltrials.gov/ct2/show/NCT00094367

Conditions:HIV Infection
Interventions:Abacavir/Lamivudine
Phase:Phase 3
Title:Abacavir/Lamivudine Versus Emtricitabine/Tenofovir Both In Combination With Lopinavir/Ritonavir For The Treatment Of HIV
Status:Completed
updateDate:2010-06-08
Ctid:NCT00244712

Link: https://clinicaltrials.gov/ct2/show/NCT00244712

Conditions:HIV Infection
Interventions:abacavir/lamivudine
Phase:Phase 4

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