1,5,6,7-Tetrahydro-4H-indol-4-one

HCID 280229
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
13754-86-4
Standard SMILES
O=C1CCCc2[nH]ccc21
InChIKey
KASJZXHXXNEULX-UHFFFAOYSA-N
Molecular formula
C8H9NO
Average molar mass
135.16 g/mol
Monoisotopic mass
135.06841391

Names & identifiers

Preferred name
1,5,6,7-Tetrahydro-4H-indol-4-one
IUPAC
1,5,6,7-tetrahydroindol-4-one
English name
1,5,6,7-Tetrahydro-4H-indol-4-one
Molecular formula
C8H9NO
Molecular weight
135.16

Names & synonyms

13754-86-41,5,6,7-Tetrahydro-4H-indol-4-oneDTXSID40299633RefChem:417073DTXCID40250769604-023-26,7-dihydro-1H-indol-4(5H)-one1,5,6,7-tetrahydroindol-4-one4H-Indol-4-one, 1,5,6,7-tetrahydro-4,5,6,7-TETRAHYDRO-1H-INDOL-4-ONEMFCD000754384-Oxo-4,5,6,7-tetrahydroindole
Show more names
4,5,6,7-Tetrahydro-4-oxoindoleNSC 131681Tetrahydroindolone4-0xo-4,5,6,7-tetr1,5,6,7-Tetrahydro-4H<6,7-Dihydroindol-4(5H)-one4,5,6,7-Tetrahydro-4-indolone4-0xo-4,5,6,7-tetrahydroindole4-Oxo-1,5,6,7-tetrahydroindole
NSC-1316811,5,6,7-Tetrahydro-4-indoloneNSC131681pyrrolo[b]cyclohexanone1,5,6,7-TETRAHYDRO-INDOL-4-ONE5KUF22WH2HSCHEMBL627902SCHEMBL689700

Database identifiers

CAS
13754-86-4
PubChem CID
280229
DTXSID
DTXSID40299633
UNII
5KUF22WH2H
EC Number
604-023-2
Nikkaji
J26.060F

Properties

Computed structural properties

XLogP
0.8
Topological polar surface area
32.9 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
10

Physicochemical properties

Melting point
188 · 188-190 °C (lit.)
Boiling point
311 ℃ · 311℃
Density
1.216 · 1.216
Flash point
150 ℃ · 150℃
storage temp.
2 · under inert gas (nitrogen or Argon) at 2–8 °C
form
powder to crystal

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, 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.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
2914390090
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 3 items

Uses• ;Reactant in synthesis of psammopemmin A as antitumor agent1• ;Reactant in synthesis of a 1,3,4,5-tetrahydrobenzindole β-ketoesters and tricyclic tetrahydrobenzindoles via C-H insertion reactions2• ;Reactant in preparation of tricyclic indole and dihydroindole derivatives as inhibitors of guanylate cyclase3• ;Reactant in preparation of condensed pyrroloindoles via Pd-catalyzed intramolecular C-H bond functionalization of (halobenzyl)pyrroles4• ;Reactant in enantioselective preparation of arylalkenyl indoles via asymmetric C-H insertion of rhodium carbenoids foll

Uses1,5,6,7-Tetrahydro-4H-indol-4-one, is a versatile building block used for the synthesis of more complex pharmaceutical compounds. It can be used for the preparation of Psammopemmin A.

General DescriptionIodination of 1,5,6,7-tetrahydro-4H-indol-4-one using 1-chloromethyl--4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetra-fluoroborate) yields α-iodo derivative as the main product.

Upstream & downstream products

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
济南药德生物科技有限公司17805033575; 17805033575 · [email protected]
合肥曼奇诺生物医药技术有限公司19719236623 · [email protected]
Changzhou Carman Chemical Co., Ltd.15061933924

Related reactions

44 records
New reaction record

Compound notes

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