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Chemical Structure| 61379-65-5 Chemical Structure| 61379-65-5

Structure of Rifapentine
CAS No.: 61379-65-5

Chemical Structure| 61379-65-5

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Rifapentine is an antibiotic compound, which inhibits DNA-dependent RNA polymerase activity, used to treat tuberculosis.

Synonyms: DL 473; Cyclopentylrifampicin; R 773

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Product Details of Rifapentine

CAS No. :61379-65-5
Formula : C47H64N4O12
M.W : 877.03
SMILES Code : O=C1[C@](C)(OC2=C1C3=C(C(O)=C(NC4=O)C(/C=N/N5CCN(C6CCCC6)CC5)=C3O)C(O)=C2C)O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]([C@H](/C=C/C=C4/C)C)O)C)O)C)OC(C)=O)C)OC
Synonyms :
DL 473; Cyclopentylrifampicin; R 773
MDL No. :MFCD00866806

Safety of Rifapentine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Related Pathways of Rifapentine

DNA

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Murine macrophages (J774 A.1) 0, 5, 25, 50 μg/mL 24 hours Evaluate the cytotoxicity of nanoparticles, results showed nanoparticles were non-toxic to macrophages with cell viability over 90%. PMC7547843
Huh7 cells 0.5259 μM 48 hours Evaluate the inhibitory effect of rifapentine on YFV, results showed that rifapentine significantly inhibited YFV infection PMC8942558
A-498 cells 0.01 µg/mL 7 days To evaluate the inhibitory effect of rifapentine on Coxiella burnetii, results showed that rifapentine exhibited significant inhibitory effects in A-498 cells with an MIC of 0.01 µg mL−1. PMC11218529
THP-1 cells ≤0.01 µg/mL 7 days To evaluate the inhibitory effect of rifapentine on Coxiella burnetii, results showed that rifapentine exhibited significant inhibitory effects in THP-1 cells with an MIC ≤0.01 µg mL−1. PMC11218529
Mycobacterium tuberculosis 0.03 to 0.25 mg/L Evaluate the antimicrobial efficacy of rifapentine against M. tuberculosis, showing it is 2 to 10 times more potent than Rifampin PMC11782957

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Mice Tuberculosis model Oral 15 mg/kg Once weekly for 4 months To evaluate the sterilizing activity of rifapentine in combination with moxifloxacin, results showed that once-weekly moxifloxacin plus rifapentine (15 mg/kg) was significantly more active than the predominantly twice-weekly Denver regimen PMC2718441
BALB/c mice Latent tuberculosis infection model Gavage 15 mg/kg Once weekly for 3 months To evaluate the efficacy of rifapentine combined with isoniazid or moxifloxacin for the treatment of latent tuberculosis infection, showing that 3-month once-weekly rifapentine-containing regimens were as active as 6-9 months of daily isoniazid PMC1853317
BALB/c mice Murine model of tuberculosis Oral 15 or 20 mg/kg Twice weekly for 4, 5, or 6 months To evaluate the bactericidal and sterilizing activities of rifapentine in tuberculosis treatment, results showed that twice-weekly rifapentine (15 or 20 mg/kg) regimens were more effective than standard daily therapy, achieving stable cure within 4 months. PMC1862756
A129−/− mice YFV infection model Gavage 20 mg/kg/day Once daily for 21 days Evaluate the antiviral effect of rifapentine in YFV-infected mouse model, results showed that rifapentine significantly improved survival rate, alleviated clinical signs, and reduced virus load and injury in targeted organs PMC8942558

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT02099240 Osteomyelitis Early Phase 1 Recruiting September 2019 United States, Kentucky ... More >> University of Louisville Recruiting Louisville, Kentucky, United States, 40202 Contact: Julio A Ramirez, MD    502-852-1148    jarami01@louisville.edu    Contact: David Seligson, MD    502-852-0923    d0seli01@louisville.edu    Sub-Investigator: Forest Arnold, DO          Sub-Investigator: Timothy Wiemkwn, PhD          Sub-Investigator: Robert Kelley, PhD          Sub-Investigator: James Summersgill, PhD          Sub-Investigator: Ruth Carrico, PhD          Sub-Investigator: Julie Harting, PharmD          Sub-Investigator: Paula Peyrani, MD          Principal Investigator: David Seligson, MD          Sub-Investigator: Craig Roberts, MD          Principal Investigator: Julio Ramirez, MD Less <<
NCT03474198 Tuberculosis, Pulmonary Phase 2 Phase 3 Recruiting March 12, 2022 Philippines ... More >> De La Salle Health Sciences Institute Not yet recruiting Manila, Philippines Lung Center Philippines Recruiting Manila, Philippines Philippines Tuberculosis Society Incorporated (PTSI) Not yet recruiting Manila, Philippines Tropical Disease Foundation Not yet recruiting Manila, Philippines Singapore National University Hospital Not yet recruiting Singapore, Singapore Thailand King Chulalongkorn Memorial Hospital Not yet recruiting Bangkok, Thailand Less <<
NCT02689089 Tuberculosis Phase 4 Recruiting September 2019 Canada, Ontario ... More >> The Ottawa Hospital - General Campus Recruiting Ottawa, Ontario, Canada, K1H 8L6 Contact: Gonzalo Alvarez, MD    613-737-8899    galvarez@ottawahospital.on.ca    Principal Investigator: Gonzalo Alvarez, MD, FRCPC Less <<
NCT00057122 HIV Infections ... More >> Tuberculosis Less << Phase 3 Completed - South Africa ... More >> Chris Hani Baragwanath Hospital Soweto, South Africa Less <<
NCT03089983 Opioid Dependence ... More >> Addiction HIV/AIDS Tuberculosis Hepatitis Less << Phase 4 Recruiting April 2021 Malaysia ... More >> Kajang Prison Recruiting Kajang, Selangor, Malaysia Contact: Adeeba Kamarulzaman, MBBS          Principal Investigator: Adeeba Kamarulzaman, MBBS Less <<
NCT02771249 Healthy Volunteers Phase 1 Recruiting December 31, 2019 United States, Maryland ... More >> National Institutes of Health Clinical Center Recruiting Bethesda, Maryland, United States, 20892 Contact: For more information at the NIH Clinical Center contact Office of Patient Recruitment (OPR)    800-411-1222 ext TTY8664111010    prpl@cc.nih.gov Less <<
NCT00002192 Mycobacterium Avium-Intracellu... More >>lare Infection HIV Infections Less << Phase 2 Completed - United States, Virginia ... More >> Hampton Roads Med Specialists Hampton, Virginia, United States, 23666 Less <<
NCT01582711 Latent Tuberculosis Infection Phase 3 Completed - United States, California ... More >> University of California, San Francisco San Francisco, California, United States, 94110 United States, Colorado Denver Public Health Department Denver, Colorado, United States, 80204 United States, District of Columbia Washington DC Veterans Affairs Medical Center Washington, District of Columbia, United States, 20422 United States, New York Columbia University College of Physicians and Surgeons and New York City Department of Health New York, New York, United States, 10032 United States, North Carolina Duke University Durham, North Carolina, United States, 27713 United States, Tennessee Vanderbilt University Medical Center and Nashville Metro Public Health Department Nashville, Tennessee, United States, 37232-0146 United States, Texas University of North Texas Health Science Center at Fort Worth Fort Worth, Texas, United States, 76104-4802 Audie L. Murphy VA Hospital San Antonio, Texas, United States, 78229-4404 South Texas - Department of State Health Services San Antonio, Texas, United States, 78229-4404 China TB and Chest service of Hong Kong Hong Kong, China South Africa Wits Health Consortium Soweto, South Africa Spain Agencia de Salut Publica - Barcelona, Spain and UNTHSC Barcelona, Spain, 08023 Less <<
NCT00023335 Pulmonary Tuberculosis Phase 3 Completed - -
NCT02735590 Tuberculosis Phase 2 Phase 3 Enrolling by invitation May 30, 2019 South Africa ... More >> Centre for the Aids Programme of Research in South Africa (CAPRISA) Durban, KwaZulu-Natal, South Africa, 4013 Aurum Institute Klerksdorp, North West Province, South Africa, 2571 Aurum Institute Rustenburg, North West, South Africa, 0300 Stellenbosch Immunology Research Group Cape Town, Western Cape, South Africa, 7505 South African Tuberculosis Vaccine Initiative (SATVI) Worcester, Western Cape, South Africa, 6850 Less <<
NCT01404312 - Completed - -
NCT03435146 Respiratory Tract Infections ... More >> HIV Infections Less << Phase 1 Phase 2 Recruiting November 3, 2018 South Africa ... More >> The Aurum Institute: Tembisa Clinical Research Centre Recruiting Tembisa, Gauteng, South Africa, 1736 Contact: Modulakgotla Sebe, BCh, MB    27-87-1351645    msebe@auruminstitute.org Less <<
NCT02651259 Tuberculosis Phase 1 Phase 2 Active, not recruiting March 31, 2019 Haiti ... More >> Les Centres GHESKIO Clinical Research Site (GHESKIO-INLR) CRS Port-au-Prince, Haiti, HT-6110 Kenya Kenya Medical Research Institute / Walter Reed Project Clinical Research Center, Kericho CRS Kericho, Kenya, 20200 Malawi Malawi CRS Lilongwe, Central Malawi, Malawi Thailand Siriraj Hospital ,Mahidol University NICHD CRS Bangkok, Bangkoknoi, Thailand, 10700 Zimbabwe Harare Family Care CRS Harare, Zimbabwe Less <<
NCT03266991 Compliance, Patient Phase 4 Recruiting January 2020 Denmark ... More >> Dept of Pulmonary Medicine Recruiting Aarhus, Denmark, 8000 Contact: Nina B Staerke, MD       ninase@rm.dk    Dept of Pulmonary Medicine Recruiting Esbjerg, Denmark, 6700 Contact: Torben Jensen, MD Less <<
NCT02208427 Latent Tuberculosis Infection Phase 3 Unknown December 2016 Taiwan ... More >> National Taiwan University Hospital Taipei, Taiwan, 100 Less <<
NCT01404312 Tuberculosis ... More >>HIV Infections Less << Phase 3 Completed - -
NCT00023426 Tuberculosis Phase 2 Completed - -
NCT03510468 Healthy Volunteers Phase 1 Recruiting August 30, 2021 United States, Maryland ... More >> National Institutes of Health Clinical Center Recruiting Bethesda, Maryland, United States, 20892 Contact: For more information at the NIH Clinical Center contact Office of Patient Recruitment (OPR)    800-411-1222 ext TTY8664111010    prpl@cc.nih.gov Less <<
NCT01162486 Tuberculosis ... More >>Tuberculosis, Pulmonary Less << Phase 1 Completed - United States, Maryland ... More >> Johns Hopkins University Baltimore, Maryland, United States, 21287 Less <<
NCT02641106 Tuberculosis ... More >>Latent Tuberculosis Infection Less << Not Applicable Recruiting December 2019 United States, California ... More >> San Diego County Health and Human Services Agency Recruiting San Diego, California, United States, 92110 Contact: Wilma J Wooten, M.D., M.P.H    619-515-6597    Wilma.Wooten@sdcounty.ca.gov    Contact: Antonette Antonio, NP, RN    619-692-5718    Antonette.Antonio@sdcounty.ca.gov Less <<
NCT01574638 Tuberculosis Phase 1 Completed - United States, California ... More >> UCSD Antiviral Research Center CRS San Diego, California, United States, 92103 United States, Maryland Johns Hopkins University CRS Baltimore, Maryland, United States, 21205 United States, North Carolina Chapel Hill CRS Chapel Hill, North Carolina, United States, 27599 United States, Tennessee Vanderbilt Therapeutics (VT) CRS Nashville, Tennessee, United States, 37204 Less <<
NCT01690403 Tuberculosis Phase 1 Completed - United States, New York ... More >> Investigational Site Number 840001 Buffalo, New York, United States, 14202 Less <<
NCT00164450 Tuberculosis Not Applicable Completed - -
NCT00023452 - Completed - -
NCT00023452 Tuberculosis Phase 3 Completed - -
NCT02563327 Tuberculosis Phase 3 Recruiting March 2020 Uganda ... More >> Mulago Hospital Recruiting Kampala, Uganda Contact: Principal Investigator       jlj@case.edu Less <<
NCT00023387 Tuberculosis Not Applicable Completed - -
NCT00460759 Mycobacterium Tuberculosis Phase 1 Terminated - United States, Maryland ... More >> Johns Hopkins University Baltimore, Maryland, United States, 21287 Less <<
NCT02430259 Silicosis Tub... More >>erculosis Less << Phase 3 Unknown December 2018 China, Zhejiang ... More >> Wenling No.1 People's Hospital, Zhejiang Recruiting Taizhou, Zhejiang, China, 317500 Contact: Xuefeng Liu, MD    +86576-86206803    lhpxf@163.com    Sub-Investigator: Xitian Huang, MD Less <<
NCT02980016 Tuberculosis ... More >>HIV Less << Phase 3 Active, not recruiting September 2019 South Africa ... More >> The Aurum Institute NPC Johannesburg, Gauteng, South Africa, 2193 Less <<
NCT00728507 Tuberculosis Phase 2 Terminated(Funding withdrawn) - Brazil ... More >> Centro de Referência Professor Hélio Fraga - ENSP - FIOCRUZ Curicica, Rio de Janeiro, Brazil, 22.780-192 Posto de Saude Albert Sabin Rio de Janeiro, RJ, Brazil, 20211-110 Hospital Universitario Clementio Fraga Filho Rio de Janeiro, Brazil Less <<
NCT02410772 Tuberculosis Phase 3 Recruiting December 2019 -
NCT00814671 Tuberculosis Phase 2 Completed - South Africa ... More >> Universiy of Cape Town Lung Institute Cape Town, Western Cape, South Africa, 7937 Less <<
NCT02216331 Tuberculosis Phase 1 Completed - United States, Nebraska ... More >> Celerion (MDS Pharma Services) Lincoln, Nebraska, United States, 68502 Less <<
NCT03730181 Latent Tuberculosis Phase 1 Phase 2 Not yet recruiting February 2022 -
NCT00809718 Healthy Phase 1 Completed - United States, Texas ... More >> Audie L Murphy Veterans Administration Hospital San Antonio, Texas, United States, 78229 University of Texas Health Science Center San Antonio, Texas, United States, 78229 Less <<
NCT01043575 Smear Positive, Pan-sensitive,... More >> Pulmonary Tuberculosis Less << Phase 2 Completed - United States, Colorado ... More >> Denver Public Health Denver, Colorado, United States United States, Texas University of North Texas Denton, Texas, United States TBTC site 40 / South Texas Harlingen, Texas, United States Audie L. Murphy VA Medical Center San Antonio, Texas, United States South Africa University of KwaZulu Natal Durban, South Africa Uganda Uganda / Case Western Reserve Research Collaboration Kampala, Uganda Less <<
NCT03474029 Latent Tuberculosis Phase 2 Phase 3 Not yet recruiting December 2020 -
NCT00728507 - Terminated(Funding withdrawn) - -
NCT00694629 Pulmonary Tuberculosis Phase 2 Completed - -
NCT00814671 - Completed - -

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.14mL

0.23mL

0.11mL

5.70mL

1.14mL

0.57mL

11.40mL

2.28mL

1.14mL

References

 

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