Basic information
- CAS
81881-74-5- Standard SMILES
NCc1ccc2[nH]ccc2c1- InChIKey
UAYYSAPJTRVEQA-UHFFFAOYSA-N- Molecular formula
- C9H10N2
- Average molar mass
- 146.19 g/mol
- Monoisotopic mass
- 146.08439833
Names & identifiers
- Preferred name
- (1H-indol-5-yl)methanamine
- IUPAC
- 1H-indol-5-ylmethanamine
- English name
- C-(1H-Indol-5-yl)-methylamine
- Molecular formula
- C9H10N2
- Molecular weight
- 146.19
Names & synonyms
(1H-Indol-5-yl)methanamine1H-Indole-5-methanamineRefChem:392744693-668-381881-74-51H-indol-5-ylmethanamine5-(Aminomethyl)indole5-Aminomethyl indole1-(1H-indol-5-yl)methanamineC-(1H-INDOL-5-YL)-METHYLAMINE5-aminomethylindoleINDOLE, 5-(AMINOMETHYL)-
Show more names
Indole-5-methanamineINDOLE-5-METHYLAMINE5-(aminomethyl)-indol((Indol-5-yl)Methyl)aMine
(1H-indol-5-yl)methylamineMFCD01719220indol-5-ylmethylamine5-Aminomethyl-1H-indole1H-Indol-5-ylmethylamineSCHEMBL8795681~{H}-indol-5-ylmethanamineSTK501433
Database identifiers
- CAS
81881-74-5- PubChem CID
- 54791
- DTXSID
DTXSID70231445- ChEMBL
CHEMBL5093963- EC Number
- 693-668-3
- Nikkaji
- J2.662.765F
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 41.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 136
Physicochemical properties
- Melting point
- 114 · 114-122 °C
- Boiling point
- 335.6 · 335.6±17.0 °C(Predicted)
- Density
- 1.199 · 1.199±0.06 g/cm3(Predicted)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2–8 °C
- form
- solid
- pka
- 17.07 · 17.07±0.30(Predicted)
- Appearance
- Light yellow to brown Solid
- InChI
- InChI=1S/C9H10N2/c10-6-7-1-2-9-8(5-7)3-4-11-9/h1-5,11H,6,10H2
- InChIKey
- UAYYSAPJTRVEQA-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(CN)C=C2)C=C1
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 3 · 3
- RTECS
- 4461500 · NL4461500
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (95.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (95.1%)；STOT SE 3 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- NL4461500
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
Uses5-(Aminomethyl)indole is used in the synthesis of Vigabatrin (V253000) bioisosteres as inhibitors of γ-aminobutyric acid aminotransferase (GABA-AT) inhibitors.
UsesReactant for preparation of:HIV-1 integrase inhibitors targeting the catalytic domain and its ability for interaction with LEDGF/p75Inhibitors of Gli1-mediated transcription in the Hedgehog pathwaySCIO-469-like compounds for the inhibition of p38 MAP kinase4-(indol-5-ylamino)thieno[2,3-b]pyridine-5-carbonitriles as protein kinase c theta (PKC θ) inhibitorsNon-covalent thrombin inhibitors
Uses5-(AMinoMethyl)indole has been used as reactant for preparation of:• and HIV-1 integrase inhibitors targeting the catalytic domain and its ability for interaction with LEDGF/p751•
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers76 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
宁波振岳医药科技有限公司19817745290 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
苏州启航生物科技有限公司18151111370 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
河南多贝化工有限公司0370-6999054 17550096163 · [email protected]
郑州汇聚化工有限公司13393710386 · [email protected]
Compound Net Biotechnology Inc.15266686121 · [email protected]
上海辅欣医药科技有限公司+86-021-021-50872116 · [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]
常州科化生物科技有限公司0519-68985668 13685222090 · [email protected]
杰达维（上海）医药科技发展有限公司/J & W PharmLab021-64340559 · [email protected]
天津诺康医药科技有限公司022-23989838 13810451150 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
上海舒盟医药科技有限公司021-54540637 18621091017 · [email protected]
上海珂华生物科技有限公司021-60455363 18019463053 · [email protected]
河南多贝化工有限公司0370-2785118 17550508557 · [email protected]
成都海品信医药科技有限公司85114309 18982182443 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
台州南峰药物研究所[email protected] 18616377689 · [email protected]
上海睿升化工科技有限公司+86-021-50935922
河南赢创生物科技有限公司15672878902 · [email protected]
上海裕兰生物科技有限公司021-57171705 13817537615 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
上海毓川医药科技有限公司02161555100
阳谷荣科商贸有限公司15863541132 · [email protected]
凯试（上海）科技有限公司021-50135380 · [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]
Accela ChemBio Inc.+1(858) 699-3322 · [email protected]
江苏倍达医药科技有限公司0512-63009836 18994340901 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
宿州利元生物医药科技有限公司15556287180 15556287180 · [email protected]
北京伊万景瑞生物科技有限公司15866847540 · [email protected]
北京华威锐科化工科技有限公司89508211 18501085097 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
菏泽星达医药科技有限公司13583079096 · [email protected]
常州合晶化工有限公司85528066 13775048983 · [email protected]
成都华纯科技有限公司400-1166-196 15982826727 · [email protected]
山东弗珍化学科技有限公司13146841504 · [email protected]
上海尊理加生命科技有限公司021-34045219 13062664914 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
上海臻励生物科技有限公司021-16621358918; 18516310516;16621358918;13045646768 · [email protected]
江苏艾康生物医药研发有限公司025-58859352 13913916777 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 400821072 · [email protected]
天津希恩思生化科技有限公司400-6387771-6039 18920764717 · [email protected]
career henan chemical co+86-0371-86658258 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
Related reactions
26 records
Compound notes
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