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Chemical Structure| 244767-67-7 Chemical Structure| 244767-67-7

Structure of Dapivirine
CAS No.: 244767-67-7

Chemical Structure| 244767-67-7

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Dapivirine is an inhibitor of HIV reverse transcriptase with IC50 of 24 nM which is effective for many types of viruses.

Synonyms: TMC120; R147681

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Product Details of Dapivirine

CAS No. :244767-67-7
Formula : C20H19N5
M.W : 329.40
SMILES Code : CC1=C(NC2=CC=NC(NC3=CC=C(C#N)C=C3)=N2)C(C)=CC(C)=C1
Synonyms :
TMC120; R147681
MDL No. :MFCD09833899
InChI Key :ILAYIAGXTHKHNT-UHFFFAOYSA-N
Pubchem ID :214347

Safety of Dapivirine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
MDCK cells 1.2 ± 0.1 μM 48 h To evaluate the inhibitory effect of Dapivirine on the replication of A/California/07/2009 (H1N1) virus, showing dose-dependent inhibition PMC5599177
A549 cells 3 μM 24 h To evaluate the inhibitory effect of Dapivirine on the replication of A/California/07/2009 (H1N1) virus in A549 cells, showing significant reduction in viral titer PMC5599177
HEK293 cells 3 μM 24 h To evaluate the inhibitory effect of Dapivirine on the replication of A/California/07/2009 (H1N1) virus in HEK293 cells, showing significant reduction in viral titer PMC5599177
Human liver microsomes 10 μM 30 min To identify metabolites of Dapivirine and develop uHPLC-MS methods. Using uHPLC-MS/MS, four monooxygenated metabolites (M1-M4), two dioxygenated metabolites (M5-M6), and five glucuronidated metabolites (M7-M11) were identified. PMC3807636
cDNA-expressed human CYP enzymes 10 μM 30 min To determine which CYP enzymes are responsible for producing the observed metabolites of Dapivirine. Results showed that CYP1A2, -2B6, -2D6, -3A4, and -3A5 are primarily responsible for the production of M1, while CYP3A4 and -3A5 are primarily responsible for the production of M3 and M5. PMC3807636

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT01755741 Human Immunodeficiency Virus Phase 1 Completed - United States, California ... More >> California Family Health Council Berkeley, California, United States, 94710 California Family Health Council Los Angeles, California, United States, 90010 Less <<
NCT03537092 Safety of Vaginal Film Use Phase 1 Recruiting January 2019 United States, Pennsylvania ... More >> Magee womens Hospital of UPMC Recruiting Pittsburgh, Pennsylvania, United States, 15213 Contact: Ingrid Macio, PA-C Less <<
NCT03648931 - Recruiting September 2018 Malawi ... More >> Blantyre Clinical Research Site Recruiting Blantyre, Malawi Contact: Frank Taulo, MBBS, MPH, FCOG          Contact       ftaulo@yahoo.com    South Africa Wits Reproductive Health and HIV Institute (WRHI) Clinical Research Site Recruiting Johannesburg, South Africa Contact: Thesla Palanee-Phillips, PhD, MMedSci, MSc          Contact       tpalanee@whri.ac.za    Uganda Makerere University - Johns Hopkins University (MU-JHU) Research Collaboration Clinical Research Site Recruiting Kampala, Uganda Contact: Juliane Etima, BSc, MA Psy          Contact       jetima@mujhu.org    Zimbabwe Zengeza Clinical Research Site Recruiting Harare, Zimbabwe Contact: Petina Musara, BSW          Contact       pmusara@uzchs-ctu.org Less <<
NCT01618058 - Enrolling by invitation July 2019 Rwanda ... More >> Project Ubuzima Kiyovu, Kigali, Rwanda South Africa Qhakaza Mbokodo Ladysmith, Kwazulu Natal, South Africa Prevention for HIV and AIDS Project (PHIVA) Pinetown, Kwazulu Natal, South Africa Madibeng Centre for Research (MCR) Brits, South Africa, 0250 Maternal, Adolescent and Child Health (MatCH) Plessislaer, South Africa, 3216 Less <<
NCT02702895 - Recruiting June 2019 Malawi ... More >> Malawi Clinical Research Site Recruiting Lilongwe, Malawi Contact: Lameck Chinula, MBBS, MMed, FCOG       lchinula@unclilongwe.org    South Africa Botha's Hill Clinical Research Site Recruiting Durban, KwaZulu-Natal, South Africa Contact: Sarita Naidoo, PhD       sarita.naidoo@mrc.ac.za    CAPRISA eThekwini Clinical Research Site Recruiting Durban, KwaZulu-Natal, South Africa Contact: Leila Mansoor, PhD, B.Pharm       leila.mansoor@caprisa.org    Wits Reproductive Health and HIV Institute Clinical Research Site Recruiting Johannesburg, South Africa Contact: Thesla Palanee-Phillips, PhD       tpalanee@wrhi.ac.za    Uganda Makerere University - Johns Hopkins University Research Collaboration Clinical Research Site Recruiting Kampala, Uganda Contact: Clemensia Nakabiito, MBChB, MMed       cnakabiito@mujhu.org    Zimbabwe Spilhaus Clinical Research Site Completed Harare, Zimbabwe Zengeza Clinical Research Site Recruiting Harare, Zimbabwe Contact: Nyaradzo Mgodi, MBChB, MMed       nmmgodi@uz-ucsf.co.zw Less <<
NCT00303576 HIV Infections Phase 1 Phase 2 Completed - Rwanda ... More >> Projet Ubuzima Kigali, Rwanda South Africa Reproductive Health Research Unit - Sheshisani IPM Clinic Yeoville, Johannesburg, South Africa Farmovs-Parexel Bloemfontein, South Africa Tanzania Kilimanjaro Reproductive Health Program Moshi, Tanzania Less <<
NCT00309205 HIV Infections ... More >> HIV-1 Less << Phase 1 Phase 2 Completed - Belgium ... More >> SGS Biopharma - Research Unit Stuivenberg Antwerp, Belgium, 2060 Less <<
NCT00304668 HIV Infections Phase 1 Phase 2 Withdrawn - -
NCT03074786 HIV-1-infection Phase 2 Withdrawn(Study was transferre... More >>d to partner who will conduct under its own IND) Less << December 30, 2020 South Africa ... More >> CAPRISA, eThekwini Clinical Research Site Durban, KwaZulu-Natal, South Africa Less <<
NCT01548560 HIV Infections Phase 1 Completed - United States, Pennsylvania ... More >> Magee-Womens Hospital Pittsburgh, Pennsylvania, United States, 15213 Less <<
NCT00469768 HIV Infections Phase 1 Completed - Belgium ... More >> Drug Research Unit Ghent (D.R.U.G.) Ghent, Belgium, 9000 Less <<
NCT01617096 HIV Infections Phase 3 Completed - Malawi ... More >> College of Medicine - Johns Hopkins University Research Project Blantyre, Malawi UNC Project Lilongwe, Malawi South Africa CAPRISA, eThekwini Clinical Research Site Durban, KwaZulu-Natal, South Africa Desomond Tutu HIV Center Cape Town, South Africa Wits Reproductive Health and HIV Institute Johannesburg, South Africa Uganda MU-JHU Care LTD, MU-JHU Research Collaboration Kampala, Uganda Zimbabwe UZ-Obstetrics & Gynecology Research Clinic at Spillhaus Belgravia, Harare, Zimbabwe Less <<
NCT00332995 HIV Infections Phase 1 Completed - Belgium ... More >> Drug Research Unit Gent Gent, Belgium, 9000 Less <<
NCT00613249 HIV Infections Phase 1 Completed - Belgium ... More >> SGS Life Science Services Research Unit Stuivenberg Antwerp, Belgium, B-2060 Less <<
NCT00304642 HIV Infections Phase 1 Completed - South Africa ... More >> Farmovs-Parexel Bloemfontein, South Africa Less <<
NCT03467347 Healthy Contr... More >>aception Contraceptive Usage Women Less << Phase 1 Recruiting July 2019 United States, Pennsylvania ... More >> Magee-Women'S Res Inst and Foundation Recruiting Pittsburgh, Pennsylvania, United States, 15213 Contact: Sharon Achilles, MD, PhD          Principal Investigator: Beatrice Chen, MD, MPH Less <<
NCT00917891 HIV Infections ... More >> Acquired Immunodeficiency Syndrome Less << Phase 1 Phase 2 Completed - Kenya ... More >> Kenya Medical Research Institute Kisumu, Kenya Malawi Johns Hopkins Project, College of Medicine Blantyre, Malawi Rwanda Projet Ubuzima Kigali, Rwanda South Africa Be Part Clinic, Mbekweni Paarl, Eastern Cape, South Africa Qhakaza Mbokodo Ladysmith, KwaZulu Natal, South Africa Prevention for HIV and AIDS Project Pinetown, KwaZulu Natal, South Africa Ndlela HIV Research and Clinical Tirals Unit Agincourt, Mpumalanga, South Africa Madibeng Centre for Research Brits, North West Province, South Africa Desmond Tutu HIV Foundation, Nyanga Cape Town, Western Cape, South Africa Tanzania Kilimanjaro Christian Medical Centre Moshi, Tanzania Less <<
NCT00917904 HIV Infections ... More >> Acquired Immunodeficiency Syndrome Healthy Less << Phase 1 Phase 2 Completed - South Africa ... More >> Be Part Clinic, Mbekweni Paarl, Eastern Cape, South Africa Madibeng Centre for Research Brits, North West Province, South Africa Desmond Tutu HIV Foundation, Masiphumelele Cape Town, Western Cape, South Africa, 7975 Less <<
NCT01144676 HIV Infections Phase 1 Completed - Belgium ... More >> SGS Life Science Services Antwerp, Flanders, Belgium Less <<
NCT01242579 HIV Infections Phase 1 Withdrawn(In order to focus ef... More >>forts on the combination ring formulation, IPM decided not to move forward with this trial.) Less << - -
NCT03234400 HIV-1-infection Phase 1 Active, not recruiting January 2019 United States, Alabama ... More >> University of Alabama at Birmingham Birmingham, Alabama, United States, 35294 United States, California Bridge HIV CRS San Francisco Department of Public Health San Francisco, California, United States, 94102 Less <<
NCT00700284 HIV Infections Phase 1 Completed - Belgium ... More >> Drug Research Unit, UZ Gent Gent, Belgium, 9000 Less <<
NCT01337570 HIV Infections Phase 3 Withdrawn July 2014 Malawi ... More >> College of Medicine - Johns Hopkins Project (JHP) Blantyre, Malawi Rwanda African University Clinical Research Centre Kigali, Rwanda South Africa Qhakaza Mbokodo Ladysmith, KwaZulu Natal, South Africa, 3370 Madibeng Centre for Research (MCR) Brits, South Africa, 0250 Zimbabwe African University Clinical Research Centre Mutare, Zimbabwe Less <<
NCT01337583 HIV Infections Phase 3 Withdrawn July 2014 Kenya ... More >> Suba District Hospital Mbita, Kenya Malawi University of North Carolina Project Lilongwe, Malawi South Africa Desmond Tutu HIV Foundation, Nyanga (DTHF) Nyanga, Cape Town, South Africa Prevention of HIV / AIDS (PHIVA) Project Pinetown, KwaZulu Natal, South Africa, 3610 Maternal, Adolescent and Child Health (MatCH) Plessislaer, South Africa, 3216 Less <<
NCT01071174 HIV Infections Phase 1 Phase 2 Completed - Kenya ... More >> Kenya Medical Research Institute (KEMRI) Kisumu, Kenya Malawi University of North Carolina Project Lilongwe, Malawi South Africa Reproductive Health and HIV Research Unit (RHRU) Edendale, Kwazulu Natal, South Africa Qhakaza Mbokodo Ladysmith, Kwazulu Natal, South Africa Prevention for HIV and AIDS Project (PHIVA) Pinetown, Kwazulu Natal, South Africa Madibeng Centre for Research Brits, North West, South Africa Desmond Tutu HIV Foundation Masiphumelele Cape Town, Western Cape, South Africa Desmond Tutu HIV Foundation Nyanga Cape Town, Western Cape, South Africa Be Part Yoluntu Centre Mbekweni Paarl, Western Cape, South Africa Tanzania Kilimanjaro Christian Medical Centre (KCMC) Moshi, Tanzania Less <<
NCT01952561 Pharmacokinetics Phase 1 Completed - -
NCT01539226 HIV Infections Not Applicable Completed - South Africa ... More >> Qhakaza Mbokodo Ladysmith, Kwazulu Natal, South Africa Prevention of HIV / AIDS (PHIVA) Project Pinetown, KwaZulu Natal, South Africa, 3610 Madibeng Centre for Research (MCR) Brits, South Africa, 0250 Desmond Tutu HIV Foundation, Pokela Road, Masiphumelele, Fish Hoek Cape Town, South Africa, 7975 Ndlovu Medical Centre Limpopo, South Africa Maternal, Adolescent and Child Health (MatCH) Plessislaer, South Africa, 3216 Uganda MRC/UVRI Uganda Research Unit on AIDS, Plot 51-59, Nakiwogo Road, PO BOX 49 Entebbe, Uganda Less <<
NCT01363037 HIV Infections Phase 1 Completed - United States, Alabama ... More >> University of Alabama at Birmingham Birmingham, Alabama, United States, 35294 United States, Massachusetts The Fenway Institute/Fenway Community Health Boston, Massachusetts, United States, 02115 United States, Pennsylvania Magee-Womens Hospital of UPMC Pittsburgh, Pennsylvania, United States, 15213 Less <<
NCT02028338 Human Immunodeficiency Virus Phase 2 Completed - United States, Alabama ... More >> Alabama CRS 84519th street south, BBRB 203A Birmingham, Alabama, United States, 35294-2170 United States, Colorado The university of Colorado, 13123 E. 16th Ave., Box 025 Aurora, Colorado, United States, 80045 The University of Colorado; 13123 E. 16th Ave., Box 025 Aurora, Colorado, United States, 80045 United States, Massachusetts The Fenway Institute, 1340 Boylston Street Boston, Massachusetts, United States, 02215 The Fenway Institute; 1340 Boylston Street Boston, Massachusetts, United States, 02215 United States, New York Montefiore Medical Center, 3514 Wayne Ave Bronx, New York, United States, 104467 Montefiore Medical Center; 3514 Wayne Ave Bronx, New York, United States, 10467 United States, Pennsylvania University of Pittsburgh CRS, 3601 fifth Ave, Room 737 Pittsburgh, Pennsylvania, United States, 15213 University of Pittsburgh CRS, 3601 Fifth Avenue, Room 737; Falk Medical Building, Pittsburgh, Pennsylvania, United States, 15213 United States, Tennessee St. Jude Children's Research Hospital 262 Danny Thomas PL. Memphis, Tennessee, United States, 38105 St. Jude Children's Research Hospital; 262 Danny Thomas Pl. Memphis, Tennessee, United States, 38105 Less <<
NCT00799058 HIV-1 Infections Phase 3 Completed - United States, Alabama ... More >> University of Alabama at Birmingham, Alabama Microbicide Clinical Research Site (AMCRS) Birmingham, Alabama, United States, 35294 United States, California Harbor-UCLA Medical Center Torrance, California, United States, 90502 United States, Illinois University of Illinois at Chicago Chicago, Illinois, United States, 60612 United States, Maryland SNBL Clinical Pharmacology Center Baltimore, Maryland, United States, 21201 United States, New York Albert Einstein College of Medicine New York, New York, United States, 10461 Less <<
NCT01924091 Pharmaokinetics Phase 1 Completed - -
NCT01277640 Topical Penile Exposures Phase 1 Completed - United States, Alabama ... More >> University of Alabama at Birmingham Birmingham, Alabama, United States, 35294 United States, Pennsylvania University of Pittsburgh Medical Center Pittsburgh, Pennsylvania, United States, 15213 Less <<
NCT02858037 Human Immunodeficiency Virus Phase 3 Completed - South Africa ... More >> Prevention for HIV and AIDS Project Pinetown, KwaZulu Natal, South Africa Less <<
NCT03593655 HIV Infections Phase 2 Not yet recruiting June 2021 -
NCT02010593 Human Immunodeficiency Virus Phase 2 Completed - United States, Alabama ... More >> Alabama CRS, 84519th Street South, BBRB 203A Birmingham, Alabama, United States, 35294-2170 United States, Ohio Case CRS, Case Western Reserve University, 2061 Cornell Road, Room 303 Cleveland, Ohio, United States, 44106 United States, Pennsylvania Magee Women's Hospital of UPMC Pittsburgh, Pennsylvania, United States, 15213 Less <<
NCT02855346 HIV Prevention Phase 1 Completed - United States, Alabama ... More >> University of Alabama Hospital Birmingham, Alabama, United States, 35294 United States, Pennsylvania Magee Women's Hospital of UPMC Pittsburgh, Pennsylvania, United States, 15213 Less <<
NCT02920827 HIV Infections Phase 1 Completed - Belgium ... More >> SGS Life Sciences Center Antwerp, Flanders, Belgium Less <<
NCT03044379 HIV 1 Infection Phase 1 Withdrawn(Current program is o... More >>n hold, not for safety reason) Less << November 2017 United States, Pennsylvania ... More >> University of Pittsburgh Medical Center Pittsburgh, Pennsylvania, United States, 15213 Less <<
NCT03239483 HIV Infections Phase 1 Completed - United States, Alabama ... More >> Alabama CRS Birmingham, Alabama, United States, 35294 United States, Pennsylvania University of Pittsburgh CRS Pittsburgh, Pennsylvania, United States, 15213 Thailand Silom Community Clinic CRS Nonthaburi, Bangkok, Thailand, 11000 Less <<
NCT03393468 HIV Infections Phase 1 Active, not recruiting February 2019 United States, Pennsylvania ... More >> University of Pittsburgh CRS Pittsburgh, Pennsylvania, United States, 15213 Less <<
NCT02858024 HIV Phase 1 Completed - -
NCT01731574 HIV Phase 1 Completed - Belgium ... More >> SGS Life Sciences Lange Beeldekensstraat 267, Antwerpen, Belgium, B-2060 Less <<
NCT02808949 Human Immunodeficiency Virus PHASE1 COMPLETED 2018-03-03 Alabama CRS, Birmingham, Alaba... More >>ma, 35294, United States Less <<
NCT02847286 HIV- Prevention Phase 1 Completed - -
NCT02862171 HIV Prevention Phase 3 Active, not recruiting December 2018 South Africa ... More >> Madibeng Centre for Research Brits, South Africa Desmond Tutu HIV Foundation Cape Town, South Africa Ndlovu Medical Centre Elandsdoorn, South Africa Qhakaza Mbokodo Ladysmith, South Africa MatCH Edendale Research Center Pietermaritzburg, South Africa Uganda MRC/UVRI Uganda Research Unit on AIDS Entebbe, Uganda Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.04mL

0.61mL

0.30mL

15.18mL

3.04mL

1.52mL

30.36mL

6.07mL

3.04mL

References

 

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