Basic information
- CAS
41941-56-4- Standard SMILES
Nc1ncnc2c1nc(Cl)n2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O- InChIKey
CLLFEJLEDNXZNR-UUOKFMHZSA-N- Molecular formula
- C10H11ClN5O6P
- Average molar mass
- 363.65 g/mol
- Monoisotopic mass
- 363.0135478
Overview
Tocladesine has been used in trials studying the treatment of Colorectal Cancer and Multiple Myeloma and Plasma Cell Neoplasm.
Names & identifiers
- Preferred name
- Tocladesine
- IUPAC
- (4aR,6R,7R,7aS)-6-(6-amino-8-chloropurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
- English name
- 8-Chloro-cAMP
- Molecular formula
- C10H11ClN5O6P
- Molecular weight
- 363.65
Names & synonyms
Tocladesine8-Chloro-cAMP41941-56-48-Cl-cAMP8-chloro-cyclic AMP8-Chloroadenosine 3',5'-monophosphateADENAZOLECCRIS 846Tocladesina8-chloroadenosine 3',5'-cyclic monophosphateICN-12568-CHLORO CYCLIC AMP
Show more names
CN1256CN 1256nsc6144918-chlorocyclicamp
BQ94Z7E5ORNCS 6144918-Chloro-cyclic adenosine monophosphateTocladesine [USAN:INN:BAN]TOCLADESINE [INN]TOCLADESINE [USAN]NSC-284751NSC-614491
Database identifiers
- CAS
41941-56-4- PubChem CID
- 100299
- DTXSID
DTXSID101024678- ChEMBL
CHEMBL2107085- UNII
- BQ94Z7E5OR
- Nikkaji
- J393.488H
Properties
Computed structural properties
- XLogP
- -1.6
- Topological polar surface area
- 155 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 1
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 532
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Boiling point
- 731.7 · 731.7±70.0 °C(Predicted)
- Density
- 2.55 · 2.55±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- aqueous base: soluble
- form
- White to off-white powder.
- pka
- 0.95 · 0.95±0.60(Predicted)
- color
- White to light yellow
- InChI
- 1S/C10H11ClN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)
- InChIKey
- CLLFEJLEDNXZNR-UHFFFAOYSA-N
- SMILES
- Nc1ncnc2n(C3OC4COP(O)(=O)OC4C3O)c(Cl)nc12
- NCI Dictionary of Cancer Terms
- tocladesine
- FDA UNII
- 94 Z7E5OR · BQ94Z7E5OR
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- AU7357552
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Biologically active substances whose activities affect or play a role in the functioning of the immune system.
Applications
Uses8-Chloroadenosine 3'',5''-Cyclic Monophosphate is a cAMP analog with high selectivity for PKA I. Used in anti-cancer treatments.
Suppliers13 total
北京华美互利生物化工010-56205725 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
杭州六可生物科技有限公司+86-571-86912261 19975279805 · [email protected]
BOC Sciences16314854226 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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