Basic information
- CAS
16620-52-3- Standard SMILES
COc1ccc2[nH]cc(CN(C)C)c2c1- InChIKey
GOERTRUXQHDLHC-UHFFFAOYSA-N- Molecular formula
- C12H16N2O
- Average molar mass
- 204.27 g/mol
- Monoisotopic mass
- 204.12626313
Overview
5-Methoxygramine has been reported in Phalaris aquatica with data available.
Names & identifiers
- Preferred name
- 5-Methoxy-N,N-dimethyl-1H-indole-3-methanamine
- IUPAC
- 1-(5-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine
- English name
- 5-Methoxygramine
- Molecular formula
- C12H16N2O
- Molecular weight
- 204.27
Names & synonyms
5-Methoxygramine16620-52-31-(5-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamineMethoxygramine1H-Indole-3-methanamine, 5-methoxy-N,N-dimethyl-J6ZN008RY8INDOLE, 3-((DIMETHYLAMINO)METHYL)-5-METHOXY-5-METHOXY-N,N-DIMETHYL-1H-INDOLE-3-METHANAMINENSC-88885DTXSID30168081Indole, 3-[(dimethylamino)methyl]-5-methoxy-RefChem:536729
Show more names
5-methoxy-3-(dimethylaminomethyl)indoleNSC 88885TIMTEC-BB SBB0035095-METHOXYGRAMINE 99%5-Methoxygramine,99%3-ETHYL-1H-PYRAZOL-5-AMINE HCL2-dimethylaminomethyl-5-methoxyindole3-(DIMETHYLAMINOMETHYL)-5-METHOXY-INDOLE
DTXCID2090572240-669-83-Dimethylaminomethyl-5-methoxyindole[(5-methoxy-1H-indol-3-yl)methyl]dimethylamineMFCD000056303-(Dimethylaminomethyl)-5-methoxyindoleN-[(5-Methoxy-1H-indol-3-yl)methyl]-N,N-dimethylamine1-(5-Methoxy-1h-Indol-3-Yl)-N,N-Dimethyl-Methanamine
Database identifiers
- CAS
16620-52-3- PubChem CID
- 27965
- DTXSID
DTXSID30168081- ChEMBL
CHEMBL3769622- UNII
- J6ZN008RY8
- EC Number
- 240-669-8
- Nikkaji
- J15.685J
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 28.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 208
Physicochemical properties
- Melting point
- 123 · 123-126 °C (lit.)
- Boiling point
- 342.77 °C · 342.77°C (rough estimate)
- Density
- 1.0565 · 1.0565 (rough estimate)
- refractive index
- 1.6 · 1.6000 (estimate)
- storage temp.
- Refrigerator (+4°C)
- pka
- 16.7 · 16.70±0.30(Predicted)
- BRN
- 170533 · 170533
- InChI
- 1S/C12H16N2O/c1-14(2)8-9-7-13-12-5-4-10(15-3)6-11(9)12/h4-7,13H,8H2,1-3H3
- InChIKey
- GOERTRUXQHDLHC-UHFFFAOYSA-N
- SMILES
- COc1ccc2[nH]cc(CN(C)C)c2c1
- CAS DataBase Reference
- 16620 · 16620-52-3(CAS DataBase Reference)
- FDA UNII
- 6 ZN008RY8 · J6ZN008RY8
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07,GHS05
- Signal word
- Danger
- Hazard statements
- 302 · H302-H314
- Precautionary statements
- 264 · P264-P270-P301+P312-P330-P501-P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- C,Xi
- Risk Statements
- 34 · 34-22
- Safety Statements
- 22 · 22-24/25
- WGK Germany
- 3 · 3
- RTECS
- 7700000 · NL7700000
- F
- 10 · 10
- HS Code
- 29339900 · 29339900
- Storage Class
- 11 · 11 - Combustible Solids
- Toxicity
- 50 · mouse,LD50,intraperitoneal,130mg/kg (130mg/kg),Psychopharmacologia Vol. 16, Pg. 385, 1970.
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- F
- 10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- NL7700000
- hs_code
- 29339900
- Toxicity
- mouse,LD50,intraperitoneal,130mg/kg (130mg/kg),Psychopharmacologia Vol. 16, Pg. 385, 1970.
- risk_code
- 34-22
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS05
- hazard_code
- C,Xi
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H314
- Precautionary statements
- P264-P270-P301+P312-P330-P501-P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501
Chemistry & industry
Applications
Uses• ;Reactant for preparation of dopamine D2 receptor antagonists1• ;Reactant for asymmetric preparation of ethenyl(tetrahydro)carbazoledicarboxylates via gold(I)-catalyzed intramolecular Friedel-Crafts allylic alkylation reaction2• ;Reactant for preparation of N-substituted 3-aryl-8-azabicyclo[3.2.1]octan-3-ols as dopamine D2-like receptor ligands3• ;Reactant for preparation of substituted N-trimethoxybenzoyl indoles, indolines, and a tetrahydroquinoline via N-aroylation with trimethoxybenzoyl chloride or anhydride as antitubulin agents4• ;Reactant for preparation of in
UsesReactant for preparation of dopamine D2 receptor antagonistsReactant for asymmetric preparation of ethenyl(tetrahydro)carbazoledicarboxylates via gold(I)-catalyzed intramolecular Friedel-Crafts allylic alkylation reactionReactant for preparation of N-substituted 3-aryl-8-azabicyclo[3.2.1]octan-3-ols as dopamine D2-like receptor ligandsReactant for preparation of substituted N-trimethoxybenzoyl indoles, indolines, and a tetrahydroquinoline via N-aroylation with trimethoxybenzoyl chloride or anhydride as antitubulin agentsReactant for preparation of indolylmethanesulfonamide and its methoxy derivatives
Upstream & downstream products
Upstream raw materials
Suppliers30 total
重庆欣博曜生物科技有限公司19122915778 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
重庆科脉材料科技有限公司17830741407 · [email protected]
山东李比希生物医药科技有限公司15318973357; 15318973357 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
上海睿升化工科技有限公司+86-021-50935922
上海敏寒医药科技有限公司17612188245 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
江阴瑞生化学有限公司13003356808 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
上海玉函化工有限公司021-61469567 13774476675 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
海蔚化学86-21-51086038 · [email protected]
苏州东极化学科技有限公司18516099287
Aladdin Scientific[email protected]
Alchem Pharmtech,Inc.8485655694 · [email protected]
Capot Chemical Co., Ltd+86 (0) 571 85 58 67 18
重庆卡兰医药有限公司[email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
江苏艾康生物医药研发有限公司17714375163 · [email protected]
南京毕科生物科技有限公司025-58906079 17352406906 · [email protected]
Nanjing Bicbiotechnology Co., Ltd+86-2552131256 +86-18251840740 · [email protected]
Related reactions
4 records
Compound notes
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