Indol-3-ylmethyldimethylamin
Gramine
Grundinformationen
- CAS
87-52-5- Standard-SMILES
CN(C)Cc1c[nH]c2ccccc12- InChIKey
OCDGBSUVYYVKQZ-UHFFFAOYSA-N- Summenformel
- C11H14N2
- Durchschnittliche Molmasse
- 174,24 g/mol
- Monoisotopische Masse
- 174,11569845
Überblick
Gramine is an aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3. It has a role as an antiviral agent, an antibacterial agent, a serotonergic antagonist and a plant metabolite. It is an aminoalkylindole, an indole alkaloid and a tertiary amino compound. It is a conjugate base of a gramine(1+).
Namen und Bezeichner
- Bevorzugter Name
- Gramine
- IUPAC
- 1-(1H-indol-3-yl)-N,N-dimethylmethanamine
- Lokaler Name
- Indol-3-ylmethyldimethylamin
- Englischer Name
- Gramine
- Summenformel
- C11H14N2
- Molmasse
- 174.24
Namen und Synonyme
Gramine87-52-53-(Dimethylaminomethyl)indoleDonaxineDonaxinGramin1-(1H-indol-3-yl)-N,N-dimethylmethanamine1H-Indole-3-methanamine, N,N-dimethyl-beta-DimethylaminomethylindoleN,N-Dimethyl-1H-indole-3-methanamine3-(N,N-Dimethylaminomethyl)indole(1H-indol-3-ylmethyl)dimethylamine
Weitere Namen anzeigen
DoranineNSC 16892GRAMINE(RG)Gramine >Gramine,>99%
3-[(Dimethylamino)methyl]indoleN,N-Dimethyl-1H-indole-3-methylamineFGQ8A78L14DTXSID3058955NSC-16892CHEBI:289483-((DIMETHYLAMINO)METHYL)INDOLE3-[Dimethylaminomethyl]indole
Datenbank-Bezeichner
- CAS
87-52-5- PubChem CID
- 6890
- DTXSID
DTXSID3058955- ChEMBL
CHEMBL254348- ChEBI
CHEBI:28948
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,8
- Polarare Oberfläche (TPSA)
- 19 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 13
- Formalladung
- 0
- Komplexität
- 167
Experimentelle und physikochemische Eigenschaften
Melting Point138 - 139 °C
Physical DescriptionSolid
Collision Cross Section
138.42 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
134.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 132 · 132-134 °C (lit.)
- Siedepunkt
- 295.23 °C · 295.23°C (rough estimate)
- Dichte
- 1.0715 · 1.0715 (rough estimate)
- Brechungsindex
- 1.55 · 1.5500 (estimate)
- Flammpunkt
- 167 °C · 167 °C
- storage temp.
- Refrigerator (+4°C)
- Löslichkeit
- almost transparency in Methanol
- pka
- 17 · 17.00±0.30(Predicted)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H314 (93.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 32 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information1H-Indole-3-methanamine, N,N-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Corr. 1B (93.8%)
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29339900
- RTECS-Nr.
- NL7525000
- risk_code
- 34
- hazard_code
- C
- safety_code
- 45-36/37/39-26
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 Oral
Chemie und Industrie
Pharmakologische Informationen
Cellular LocationsCytoplasm
Verwendung und Herstellung
General Manufacturing Information1H-Indole-3-methanamine, N,N-dimethyl-: ACTIVE
Anwendungen
VerwendenReactant for preparation of:Dopamine D2 receptor antagonistsAnti-malarial drugs5-indolyl-Mannich basesProliferation inhibitorsInhibitors of human mast cell chymasePreparation of DL-tryptophanPotential detoxification inhibitors of the crucifer phytoalexin brassinin3-vinylindolesSerotonin 5-HT6 receptor ligand templatesSelective protein kinase c delta (PKCδ) down regulators
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
19
Notizen zur Verbindung
Wird geladen…