CAS 19727-83-4 6-Nitroindoline (HCID 29757)

Names & identifiers

Preferred name: 6-Nitroindoline
IUPAC: 6-nitro-2,3-dihydro-1H-indole
English name: 6-Nitroindoline
Molecular formula: C8H8N2O2
Molecular weight: 164.16

Names & synonyms

6-Nitroindoline19727-83-4INDOLINE, 6-NITRO-CCRIS 3302EINECS 243-257-6NSC 80658BRN 0156434DTXSID901733934-20-00-02904 (Beilstein Handbook Reference)RefChem:105095DTXCID5095884243-257-6

Show more names

6-Nitroindzole6-nitro-indolin6-NITROINDOLINE, 98+%6-Nitroindoline, 98% 5GR6-NITRO-2,3-DIHYDROINDOLE2,3-DIHYDRO-6-NITROINDOLE

InChI=1/C8H8N2O2/c11-10(12)7-2-1-6-3-4-9-8(6)5-7/h1-2,5,9H,3-4HLTNYDSMDSLOMSM-UHFFFAOYSA-N6-nitro-2,3-dihydro-1H-indole1H-Indole, 2,3-dihydro-6-nitro-2,3-dihydro-6-nitro-(1h)-indoleMFCD000057106-nitro-indoline2,3-dihydro-6-nitro-1h-indole

Database identifiers

CAS: 19727-83-4
PubChem CID: 29757
DTXSID: DTXSID90173393
ChEMBL: CHEMBL167986
EC Number: 243-257-6
Nikkaji: J41.078K

Properties

Computed structural properties

XLogP: 1.9
Topological polar surface area: 57.9 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 190

Physicochemical properties

Melting point: 67 · 67-69 °C (lit.)
Boiling point: 291.62 °C · 291.62°C (rough estimate)
Density: 1.2739 · 1.2739 (rough estimate)
refractive index: 1.6 · 1.6000 (estimate)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
form: Crystalline Powder or Crystals
pka: 3.39 · 3.39±0.20(Predicted)
color: Orange or red
BRN: 156434 · 156434
InChI: 1S/C8H8N2O2/c11-10(12)7-2-1-6-3-4-9-8(6)5-7/h1-2,5,9H,3-4H2
InChIKey: LTNYDSMDSLOMSM-UHFFFAOYSA-N
SMILES: [O-][N+](=O)c1ccc2CCNc2c1
CAS DataBase Reference: 19727 · 19727-83-4(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
RTECS: 1950000 · NM1950000
Hazard Note: Irritant
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Toxicity: 50 · mouse,LD50,intravenous,56mg/kg (56mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00607,

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (13%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (13%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (91.3%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (91.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (13%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (89.1%): 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, P317, 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 46 reports by companies from 6 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 (13%)；Acute Tox. 4 (13%)；Skin Irrit. 2 (91.3%)；Eye Irrit. 2 (91.3%)；Acute Tox. 4 (13%)；STOT SE 3 (89.1%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: NM1950000
hs_code: 29339900
Toxicity: mouse,LD50,intravenous,56mg/kg (56mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00607,
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses• ;Reactant for preparation of 2-[(2,3-Dihydro-1H-indol-1-yl)methyl]melatonin analogs as novel MT2-selective melatonin receptor antagonists1• ;Reactant for synthesis of isoindigo and azaisoindigo glycosides as anticancer agents2• ;Reactant for preparation of arylfurancarboxamides with Nav1.8 voltage-gated Na channel blocking/analgesic activities3• ;Reactant for preparation of bicyclic benzamides as 5-HT1 receptor agonists4• ;Reactant for preparation of antiarrhythmic benzopyrans5• ;Reactant for preparation of 5-HT2C/2B receptor antagonists6

UsesReactant for preparation of 2-[(2,3-Dihydro-1H-indol-1-yl)methyl]melatonin analogs as novel MT2-selective melatonin receptor antagonistsReactant for synthesis of isoindigo and azaisoindigo glycosides as anticancer agentsReactant for preparation of arylfurancarboxamides with Nav1.8 voltage-gated Na channel blocking/analgesic activitiesReactant for preparation of bicyclic benzamides as 5-HT1 receptor agonistsReactant for preparation of antiarrhythmic benzopyransReactant for preparation of 5-HT2C/2B receptor antagonists