Pentamethylmelamine
PubChem CID
27775
Structure
Molecular Formula
Synonyms
- PENTAMETHYLMELAMINE
- 16268-62-5
- 2-N,2-N,4-N,4-N,6-N-pentamethyl-1,3,5-triazine-2,4,6-triamine
- Melamine, pentamethyl-
- MLS000548114
Molecular Weight
196.25 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Dates
- Create:2005-03-26
- Modify:2025-01-18
Description
Pentamethylmelamine is a principal metabolite of hexamethylmelamine with antineoplastic activity. Pentamethylmelamine alkylates DNA and other macromolecules and forms DNA intrastrand and DNA-protein crosslinks, thereby preventing DNA replication. (NCI04)
Chemical Structure Depiction
COD records with this CID as component
2-N,2-N,4-N,4-N,6-N-pentamethyl-1,3,5-triazine-2,4,6-triamine
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)
InChI=1S/C8H16N6/c1-9-6-10-7(13(2)3)12-8(11-6)14(4)5/h1-5H3,(H,9,10,11,12)
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
XIFVTSIIYVGRHJ-UHFFFAOYSA-N
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
CNC1=NC(=NC(=N1)N(C)C)N(C)C
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C8H16N6
Computed by PubChem 2.2 (PubChem release 2024.11.20)
16268-63-6 (unspecified hydrochloride)
35832-09-8 (mono-hydrochloride)
- pentamethylmelamine
- pentamethylmelamine hydrochloride
- pentamethylmelamine monohydrochloride
- PENTAMETHYLMELAMINE
- 16268-62-5
- 2-N,2-N,4-N,4-N,6-N-pentamethyl-1,3,5-triazine-2,4,6-triamine
- Melamine, pentamethyl-
- MLS000548114
- PMM HCl
- UEF6R96K8R
- SMR000114173
- Pentamethylmelamine monohydrochloride
- NSC-654383
- N-[4,6-bis(dimethylamino)-1,3,5-triazin-2-yl]-N-methylamine
- Pentamethylmelamine monoHCl
- Melamine, N2,N2,N4,N4,N6-pentamethyl-, monohydrochloride
- 1,3,5-Triazine-2,4,6-triamine, N,N,N',N',N''-pentamethyl-
- N2,N2,N4,N4,N6-pentamethyl-1,3,5-triazine-2,4,6-triamine
- Pentamethylmelamine-
- UNT 51239
- UNII-UEF6R96K8R
- BRN 0747238
- AI3-51239
- N,N,N',N',N''-Pentamethyl-1,3,5-triazine
- Pentamethyl melamine
- N,N,N',N''-Pentamethyl-1,3,5-triazine-2,4,6-triamine
- 1,3,5-Triazine-2,4,6-triamine, N,N,N',N''-pentamethyl-
- Opera_ID_195
- N,N,N',N',N''-Pentamethyl-1,3,5-triazine-2,4,6-triamine
- Melamine, N2,N2,N4,N4,N6-pentamethyl-
- ALTRETAMINE_met001
- NCIMech_000088
- SCHEMBL38832
- cid_27775
- CHEMBL457723
- BDBM89840
- DTXSID80167428
- XIFVTSIIYVGRHJ-UHFFFAOYSA-N
- HMS2235H03
- HMS3371F09
- 1,3,5-Triazine-2,4,5-triamine, N,N,N',N',N''-pentamethyl-
- 2-N,2-N,4-N,6-N,6-N-Pentamethyl-1,3,5-triazine-2,4,6-triamine
- CCG-35281
- NSC654383
- UNT-51239
- AKOS006272558
- NCGC00247185-01
- NCI60_000447
- NCI60_018874
- AG-205/33161044
- Q27291043
- [4-(dimethylamino)-6-(methylamino)-s-triazin-2-yl]-dimethyl-amine
- 1,3,5-Triazine-2,4,6-triamine, N,N,N',N', N''-pentamethyl-
- 1,3,5-TRIAZINE-2,4,6-TRIAMINE, N2,N4,N4,N6,N6-PENTAMETHYL-
- N~2~,N~2~,N~4~,N~4~,N~6~-Pentamethyl-1,3,5-triazine-2,4,6-triamine
- 1,3,5-Triazine-2,4,6-triamine, N,N,N',N', N''-pentamethyl-, monohydrochloride
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
196.25 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
XLogP3
Property Value
1.8
Reference
Computed by XLogP3 3.0 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
196.14364454 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
196.14364454 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
57.2 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
14
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
155
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
141.67 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Ross et al. JASMS 2022; 33; 1061-1072. DOI:10.1021/jasms.2c00111
NIST Number
131604
Library
Main library
Total Peaks
104
m/z Top Peak
196
m/z 2nd Highest
181
m/z 3rd Highest
153
Thumbnail
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Same Connectivity Count
Same Parent, Connectivity Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
PubMed Count
Antineoplastic Agents
Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=XIFVTSIIYVGRHJ-UHFFFAOYSA-N
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/Pentamethylmelaminehttps://commonchemistry.cas.org/detail?cas_rn=16268-62-5
- ChemIDplusPentamethylmelaminehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0016268625ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxPentamethylmelaminehttps://comptox.epa.gov/dashboard/DTXSID80167428CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingPENTAMETHYLMELAMINEhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/UEF6R96K8R
- CCSbaseCCSbase Classificationhttps://ccsbase.net/
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes. Any reproduction or use for commercial purpose is prohibited without the prior express written permission of NC State University.http://ctdbase.org/about/legal.jsppentamethylmelaminehttps://ctdbase.org/detail.go?type=chem&acc=C022048
- Crystallography Open Database (COD)LICENSEAll data in the COD and the database itself are dedicated to the public domain and licensed under the CC0 License. Users of the data should acknowledge the original authors of the structural data.https://creativecommons.org/publicdomain/zero/1.0/
- DTP/NCILICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuse
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citingPentamethylmelaminehttp://www.hmdb.ca/metabolites/HMDB0256273
- Japan Chemical Substance Dictionary (Nikkaji)
- NCI Thesaurus (NCIt)LICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuseNCI Thesaurushttps://ncit.nci.nih.gov
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-lawPentamethylmelaminehttp://www.nist.gov/srd/nist1a.cfm
- SpectraBasePentamethyl-1,3,5-triazine-2,4,6-triaminehttps://spectrabase.com/spectrum/AQcti4MZN5S
- Springer Nature
- SpringerMaterials1-(methylamino)-3,5-bis(dimethylamino)-s-triazinehttps://materials.springer.com/substanceprofile/docs/smsid_qurxhcmnaicxmdpm
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- Wikidatapentamethylmelaminehttps://www.wikidata.org/wiki/Q27291043
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlpentamethylmelaminehttps://www.ncbi.nlm.nih.gov/mesh/67022048Antineoplastic Agentshttps://www.ncbi.nlm.nih.gov/mesh/68000970
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 388546460https://pubchem.ncbi.nlm.nih.gov/substance/388546460
CONTENTS