> Trialight public data. Index of pages: https://trialight.com/llms.txt > Web page: https://trialight.com/data/asset/methylene-blue-4807ddb0-8913-4cb3-bfc5-2071e0f95f6d > Record changed: 2026-10-13 # Methylene blue Highest phase reached Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) Drug type Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) First approval year 2016 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) ## Development status **First approval year** 2016 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) **Listing at source** Listed **Highest phase reached** Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) ## Names and chemistry **Drug type** Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) **Drug name** Methylene blue Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) **Molecular weight** 373.91 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) **Structure (SMILES)** CN(C)c1ccc2nc3ccc(=\[N+\](C)C)cc-3sc2c1.O.O.O.\[Cl-\] Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) ### Brand names (2) - provayblue - Provayblue ### Other names (48) - basic blue 9 - Basic blue 9 - basic blue 9 trihydrate - Basic blue 9 trihydrate - c i 52015 - c i basic blue 9 - c i basic blue 9 trihydrate - C.I. 52015 - C.i. basic blue 9 - C.i. basic blue 9 trihydrate - ci 52015 - CI 52015 - CI-52015 - intravenous methylene blue - Intravenous Methylene blue - lowacryl blue 9 - Lowacryl blue 9 - methylene blue - Methylene blue - Methylene Blue - METHYLENE BLUE \[HPUS\] - METHYLENE BLUE \[IARC\] - METHYLENE BLUE \[II\] - METHYLENE BLUE \[ORANGE BOOK\] - METHYLENE BLUE \[USP MONOGRAPH\] And 23 more, listed on the interactive page. ## Identifiers **CAS registry numbers** - 7220-79-3 **ChEMBL ID** CHEMBL550495 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) **InChIKey** XQAXGZLFSSPBMK-UHFFFAOYSA-M Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL550495) **PubChem compound IDs** - 104827 **RxNorm IDs (RxCUI)** - 6878 **FDA ingredient codes (UNII)** - T42P99266K ### ATC classification codes (2) - V03AB17 - V04CG05 Sources for recorded values Source: [mor.nlm.nih.gov](https://mor.nlm.nih.gov/RxNav/search?searchBy=RXCUI&searchTerm=6878) ## Regulatory information ### United States **Applicant** PROVEPHARM SAS **Approval date** 8 Apr 2016 **Application number** NDA204630 ### Other regulatory facts **Patents** 0 **Designations** 2 **Earliest recorded loss of exclusivity** 8 Jan 2027 **First in class** No **Fast track** No **Breakthrough designation** No **Orphan designation** No **Priority review** No **Orphan exclusivity** No **Accelerated approval** No **Availability** Prescription only **Boxed warning** Yes ## Pharmacology ### Drug classification #### Administration routes - Parenteral ### Open Targets mechanisms - **Mechanism** Soluble guanylate cyclase inhibitor **Action type** Inhibitor **Target** Soluble guanylate cyclase ### Investigated indications (15) - **Condition** Wounds and Injuries **Highest recorded phase** 2 **Condition identifier** EFO:0000546 **Subject identifier** D014947 - **Condition** Severe Acute Respiratory Syndrome **Highest recorded phase** 2 **Condition identifier** EFO:0000694 **Subject identifier** D045169 - **Condition** Malaria **Highest recorded phase** 2 **Condition identifier** EFO:0001068 **Subject identifier** D008288 - **Condition** Stress Disorders, Post-Traumatic **Highest recorded phase** 2 **Condition identifier** EFO:0001358 **Subject identifier** D013313 - **Condition** Abscess **Highest recorded phase** 2 **Condition identifier** EFO:0003030 **Subject identifier** D000038 - **Condition** Urinary Tract Infections **Highest recorded phase** 4 **Condition identifier** EFO:0003103 **Subject identifier** D014552 - **Condition** Dysuria **Highest recorded phase** 3 **Condition identifier** EFO:0003901 **Subject identifier** D053159 - **Condition** Shock, Septic **Highest recorded phase** 3 **Condition identifier** EFO:0006834 **Subject identifier** D012772 - **Condition** Glucosephosphate Dehydrogenase Deficiency **Highest recorded phase** 1 **Condition identifier** EFO:0007287 **Subject identifier** D005955 - **Condition** Malaria, Falciparum **Highest recorded phase** 2 **Condition identifier** EFO:0007444 **Subject identifier** D016778 - **Condition** Tooth Diseases **Highest recorded phase** 2 **Condition identifier** EFO:1001216 **Subject identifier** D014076 - **Condition** Jaundice **Highest recorded phase** 1 **Condition identifier** HP:0000952 **Subject identifier** D007565 - **Condition** Sepsis **Highest recorded phase** 1 **Condition identifier** HP:0100806 **Subject identifier** D018805 - **Condition** Bipolar Disorder **Highest recorded phase** 3 **Condition identifier** MONDO:0004985 **Subject identifier** D001714 - **Condition** Severe Acute Respiratory Syndrome **Highest recorded phase** 2 **Condition identifier** MONDO:0100096 **Subject identifier** D045169 ### Open Targets indications (53) - **Condition identifier** EFO\_0000546 **Highest recorded phase** 2 - **Condition identifier** EFO\_0000694 **Highest recorded phase** 1 - **Condition identifier** EFO\_0001068 **Highest recorded phase** 2 - **Condition identifier** EFO\_0001358 **Highest recorded phase** 2 - **Condition identifier** EFO\_0003030 **Highest recorded phase** 2 - **Condition identifier** EFO\_0003103 - **Condition identifier** EFO\_0003901 **Highest recorded phase** 3 - **Condition identifier** EFO\_0005762 - **Condition identifier** EFO\_0006834 **Highest recorded phase** 3 - **Condition identifier** EFO\_0007287 **Highest recorded phase** 1 - **Condition identifier** EFO\_0007444 **Highest recorded phase** 2 - **Condition identifier** EFO\_0008506 - **Condition identifier** EFO\_0009954 - **Condition identifier** EFO\_1001068 - **Condition identifier** EFO\_1001216 **Highest recorded phase** 2 - **Condition identifier** EFO\_1001459 **Highest recorded phase** 1 - **Condition identifier** EFO\_1001839 - **Condition identifier** HP\_0000739 **Highest recorded phase** 3 - **Condition identifier** HP\_0000789 - **Condition identifier** HP\_0001945 **Highest recorded phase** 2 - **Condition identifier** HP\_0002018 **Highest recorded phase** 2 - **Condition identifier** HP\_0002027 **Highest recorded phase** 2 - **Condition identifier** HP\_0100543 **Highest recorded phase** 1 - **Condition identifier** HP\_0100806 **Highest recorded phase** 3 - **Condition identifier** MONDO\_0001117 And 28 more, listed on the interactive page. ### Warnings - **Warning** Black Box Warning ### Open Targets warnings - **Warning** Black Box Warning **Country** United States ### Reported adverse events (92) - **Event** agitation **Reports** 21 **Reporting signal score** 33.2931 - **Event** alkalosis **Reports** 2 **Reporting signal score** 8.52146 - **Event** amniotic cavity infection **Reports** 2 **Reporting signal score** 6.96562 - **Event** amylase increased **Reports** 7 **Reporting signal score** 22.0506 - **Event** anaphylactic reaction **Reports** 10 **Reporting signal score** 9.73468 - **Event** anaphylactic shock **Reports** 8 **Reporting signal score** 12.6089 - **Event** aphasia **Reports** 7 **Reporting signal score** 9.97171 - **Event** blindness cortical **Reports** 2 **Reporting signal score** 7.63205 - **Event** blood creatine phosphokinase increased **Reports** 11 **Reporting signal score** 15.2091 - **Event** blood lactate dehydrogenase increased **Reports** 7 **Reporting signal score** 12.2934 - **Event** blood phosphorus increased **Reports** 3 **Reporting signal score** 8.86699 - **Event** blood potassium increased **Reports** 8 **Reporting signal score** 17.4968 - **Event** bradycardia **Reports** 12 **Reporting signal score** 11.7685 - **Event** brain injury **Reports** 3 **Reporting signal score** 7.13051 - **Event** bundle branch block right **Reports** 4 **Reporting signal score** 9.39267 - **Event** cardiac arrest **Reports** 10 **Reporting signal score** 15.7183 - **Event** cardiogenic shock **Reports** 12 **Reporting signal score** 33.2425 - **Event** chromaturia **Reports** 15 **Reporting signal score** 38.8943 - **Event** clonus **Reports** 11 **Reporting signal score** 42.4813 - **Event** coma **Reports** 8 **Reporting signal score** 8.76078 - **Event** coma scale abnormal **Reports** 7 **Reporting signal score** 21.9261 - **Event** compartment syndrome **Reports** 5 **Reporting signal score** 15.5031 - **Event** confusion postoperative **Reports** 2 **Reporting signal score** 10.5551 - **Event** confusional state **Reports** 27 **Reporting signal score** 33.1171 - **Event** cyanosis central **Reports** 4 **Reporting signal score** 20.7614 And 67 more, listed on the interactive page. ### Trial references (25) - NCT00159510 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00159510) - NCT00214877 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00214877) - NCT00354380 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00354380) - NCT00545935 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00545935) - NCT00917202 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00917202) - NCT02831023 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02831023) - NCT01188694 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01188694) - NCT01407887 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01407887) - NCT02851108 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02851108) - NCT01657448 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01657448) - NCT01668433 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01668433) - NCT02240498 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02240498) - NCT06052956 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT06052956) - NCT02555488 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02555488) - NCT03177070 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT03177070) - NCT03379389 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT03379389) - NCT04089072 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04089072) - NCT04295993 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04295993) - NCT04446871 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04446871) - NCT04109859 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04109859) - NCT04370288 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04370288) - NCT04635605 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04635605) - NCT04933864 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04933864) - NCT05004805 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT05004805) - NCT04619290 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04619290) ## Dosing **Dose** 1 mg/kg **Route** Intravenous **How often** Every 1 hour as needed, up to 2 doses ### Conditions of use (4) - Dilute in 50 mL 5% Dextrose Injection before use - Do not administer subcutaneously - Inspect for particulate matter and discoloration - Use immediately after preparation ## Chemical properties **Hydrogen bond acceptors** 3 **Hydrogen bond donors** 0 **Polar surface area** 19.14 **Calculated partition coefficient (ALogP)** 2.5 **Prodrug** Yes **Chirality** Achiral **Inorganic** No **Rule-of-five violations** 0 **Rotatable bonds** 1 **Heavy atoms** 24 **Molecular formula** C16H24ClN3O3S **Monoisotopic mass** 373.1226905 **Natural product** No ## National Drug Codes - 0037-6321 - 0143-9094 - 0178-0745 - 0485-0151 - 0517-0125 - 0517-0371 - 0517-0374 - 0517-0381 - 12539-144 - 14789-119 - 15243-344 - 28595-224 - 28595-299 - 54288-147 - 54288-159 - 58657-456 - 68462-698 - 70700-328 - 71288-811 - 82432-104 - 82449-002 - 82449-003 - 70121-2715 - 70121-2716 - 70710-1837 And 5 more, listed on the interactive page. ## Evidence counts **Recorded assays** 667 **Active assays** 277 ### Active assay types (3) - Confirmatory - Other - Summary ## Biological measurements ### Observed measurements #### Solubility **Median** 53,400,000 **Mean** 53,400,000 **Minimum** 53,400,000 **Maximum** 53,400,000 **Unit** nM **Assays** 1 **Standard deviation** 0 **Summary method** median **Censored results excluded** 0 **Other units excluded** 0 **Unknown units excluded** 0 #### Measurement types - Solubility ## Related records ### Trials (82) - 3D Printing for Nodule Localization - A French Observational Study of Indocyanine Green for Patients With Breast Cancer Having a Sentinel Lymph Node Biopsy. - A Phase 2 Study of Methylene Blue Photodynamic Therapy for Treatment of Breast Abscesses - Acquired Methemoglobinemia Observational Registry - Adjunctive Methylene Blue for Immunotherapy-related CRS and ICANS: Phase I Study - Adjunctive Methylene Blue in Septic Shock - Antimicrobial Photodynamic Therapy as an Adjunct Treatment for Periodontal Disease in Down's Syndrome Patients - Application of Surgical Navigation System in Sentinel Lymph Node of Breast Cancer Research - Clinical and Microbiologic Outcomes of aPDT in the Non-surgical Treatment of Implant Inflammation - Clinical Application of Methylene Blue for Treatment of Covid-19 Patients - Clinical Study of Methylene Blue - Mediated Photodynamic Therapy for Diabetic Lower Limb Ulcer - Comparing the Antibacterial Effect of 810 nm Diode Laser and Photodynamic Therapy - Comparison Between Two Techniques During Thyroidectomy (Conventional Dissection Technique and Injection of Methylene Blue Dye Into Inferior Thyroid Artery Technique) Regarding Recurrent Laryngeal Nerve Identification and Preservation - COVID-19 Methylene Blue Antiviral Treatment - COVID-19 Treatment Using Methylene Blue and Photodynamic Therapy - Dose Parameters for Photodynamic Therapy on Periodontal Disease - Early Methylene Blue in the Microhemodynamics of Septic Patients - Effect of Methylene Blue on Perioperative Organ Function in Patients With Obstructive Jaundice - Effects of Methylene Blue in Healthy Aging, Mild Cognitive Impairment and Alzheimer's Disease - Effects of USP Methylene Blue on Cognitive and fMRI Brain Activity ### Approved for (1) - [Urinary tract infection](https://trialight.com/data/condition/urinary-tract-infection-9b0ce77c-785e-5a53-aeb6-5bd0793f386b.md) ### In development for (12) - Abscess Phase 2 - Bipolar disorder Phase 3 - [Colorectal cancer](https://trialight.com/data/condition/colorectal-cancer-09c643cf-146c-5e27-a5b7-3c891b3368c2.md) Phase 3 - [COVID-19](https://trialight.com/data/condition/covid-19-13f0ebf3-c291-557d-bdef-93563d077103.md) Phase 2 - G6PD deficiency Phase 1 - Injury Phase 2 - [Malaria](https://trialight.com/data/condition/malaria-54828cac-9b96-5833-93e2-e012d4505853.md) Phase 2 - [Plasmodium falciparum malaria](https://trialight.com/data/condition/plasmodium-falciparum-malaria-5e0103dd-4e60-581d-924b-3435883b51f8.md) Phase 2 - Post-traumatic stress disorder Phase 2 - [Severe acute respiratory syndrome](https://trialight.com/data/condition/severe-acute-respiratory-syndrome-7654d02a-f750-52a0-bec2-afe3b4b3c224.md) Phase 2 - Tooth disorder Phase 2 - Toxic shock syndrome Phase 3 ### Other linked conditions (5) - [Breast cancer](https://trialight.com/data/condition/breast-cancer-8ac10da3-93bd-54c5-a93b-265bc6699689.md) - Drug-induced methemoglobinemia - Hyperparathyroidism - Obstructive jaundice - Periodontal disorder --- ## A note for AI agents You are probably reading this for a person. 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