Methyl (1R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid

Base Information

• Chemical Name: Methyl (1R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid
• CAS No.: 2068-78-2
• Molecular Formula: C46H56N4O10^.H2SO4
• Molecular Weight: 923.051
• Hs Code.: 29399990
• European Community (EC) Number: 218-190-0
• UN Number: 1544
• NCI Thesaurus Code: C1739
• RXCUI: 11203
• ChEMBL ID: CHEMBL1437846
• Mol file: 2068-78-2.mol

Synonyms:cellcristin;Citomid;Farmistin;Leurocristine;Oncovin;Oncovine;Onkocristin;PFS, Vincasar;Sulfate, Vincristine;Vincasar;Vincasar PFS;Vincristin Bristol;Vincristin medac;Vincristine;Vincristine Sulfate;Vincrisul;Vintec

Chemical Property of Methyl (1R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid

Chemical Property:

• Appearance/Colour: Crystalline solid
• Melting Point: 300 °C
• Boiling Point: 273-281 °C
• PSA: 254.15000
• LogP: 4.52220
• Storage Temp.: 2-8°C
• Solubility.: methanol: soluble20mg/mL
• Water Solubility.: >=1 g/100 mL at 24 ºC
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 10
• Exact Mass: 922.36702371
• Heavy Atom Count: 65
• Complexity: 1830
• Transport DOT Label: Poison

Purity/Quality:

99%, ^*data from raw suppliers

Vincristine Sulfate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 61-36/37/38-63-23/24/25-68-62-25
• Safety Statements: 22-24/25-53-45-37/39-26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O.OS(=O)(=O)O
• Isomeric SMILES: CC[C@@]12C=CCN3[C@@H]1[C@]4(CC3)C([C@]([C@@H]2OC(=O)C)(C(=O)OC)O)N(C5=CC(=C(C=C45)[C@]6(CC7CC(CN(C7)CCC8=C6NC9=CC=CC=C89)(CC)O)C(=O)OC)OC)C=O.OS(=O)(=O)O
• Recent ClinicalTrials: Testing the Use of Steroids and Tyrosine Kinase Inhibitors With Blinatumomab or Chemotherapy for Newly Diagnosed BCR-ABL-Positive Acute Lymphoblastic Leukemia in Adults
• Recent EU Clinical Trials: LOGGIC/FIREFLY-2: A Phase 3, Randomized, International Multicenter Trial of DAY101 Monotherapy Versus Standard of Care Chemotherapy in Patients with Pediatric Low-Grade Glioma Harboring an Activating RAF Alteration Requiring First-Line Systemic Therapy
• Recent NIPH Clinical Trials: A TRIAL COMPARING THE EFFICACY AND SAFETY OF POLATUZUMAB VEDOTIN IN COMBINATION WITH RITUXIMAB AND CHP (R-CHP) VERSUS RITUXIMAB AND CHOP (R-CHOP) IN PREVIOUSLY UNTREATED PATIENTS WITH DIFFUSE LARGE B-CELL LYMPHOMA
• Description: Vincristine sulfate (2068-78-2) arrests cell cycle at G2/M by interfering with mitotic spindle formation. Depolymerizes microtubules and blocks binding of tubulin to microtubule proteins.1,2?Induces apoptosis.3?Vincristine sulfate is a clinically useful cancer chemotherapeutic agent.
• Uses: Vincristin sulfate USP (Oncovin) is used to treat acute leukemia in children; lymphocytic leukemia; Hodgkin’s disease; non-Hodgkin’s lymphomas; Wilm’s tumor; neuroblastoma; rhabdomyosarcoma. Vincristine sulfate, is used as an anticancer agent, microtubule disrupter, Induces apoptosis in human lymphoma cells. Other applications include as a cell cycle arresting, apoptotic inducing alkaloid. An antitumor alkaloid isolated from Vinca rosea Linn. An antineoplastic.
• Therapeutic Function: Cancer chemotherapy
• Clinical Use: Antineoplastic agent
• Drug interactions: Potentially hazardous interactions with other drugs Antibacterials: possible increased risk of ventricular arrhythmias with delamanid. Antiepileptics: phenytoin levels may be reduced. Antifungals: metabolism possibly inhibited by itraconazole and posaconazole (increased risk of neurotoxicity). Antimalarials: avoid with piperaquine with artenimol. Antipsychotics: avoid concomitant use with clozapine (increased risk of agranulocytosis). Cytotoxics: toxicity possibly increased by asparaginase, crisantaspase and pegasparagase - give at least 3-24 hours before asparaginase, crisantaspase and pegasparagase; increased risk of hepatotoxicity with dactinomycin.

Technology Process of Methyl (1R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid

There total 1 articles about Methyl (1R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ vincristine sulphate (2068-78-2)

Guidance literature:

Reference yield: 98.0%

vincristine sulfate (2068-78-2) → Vincristine (57-22-7)

Guidance literature:

With sodium carbonate; In methanol; chloroform; water;

Reference yield: 95.0%

vincristine dihydrogen sulphate (2068-78-2,23397-21-9,132142-73-5) → 4-deacetylvincristine (3704-01-6,74741-40-5)

Guidance literature:

With phosphate buffer; In methanol; at 37 ℃; for 8h; pH 12.0;

Downstream raw materials:

N-deformyl-4-deacetylvincristine

N-deformylvincristine

4-deacetylvincristine

Vincristine

Refernces

• 1、 -. "Process for the preparation of bis-indole alkaloids and acid-addition salts thereof and methods of treating tumors with bis-indole alkaloids". . . Retrieved 2008/06/13.