Indole, 5-bromo-3-(dimethylamino)methyl-

HCID 13249CAS 830-93-3

Substructure search Find similar structures

Basic information

Standard SMILES: CN(C)Cc1c[nH]c2ccc(Br)cc12
InChIKey: FSERHDPEOFYMMK-UHFFFAOYSA-N
Molecular formula: C11H13BrN2
Average molar mass: 253.14 g/mol
Monoisotopic mass: 252.02621052

Names & identifiers

Preferred name: Indole, 5-bromo-3-(dimethylamino)methyl-
IUPAC: 1-(5-bromo-1H-indol-3-yl)-N,N-dimethylmethanamine
English name: 5-Bromogramine
Molecular formula: C11H13BrN2
Molecular weight: 253.14

Names & synonyms

5-BromogramineINDOLE, 5-BROMO-3-(DIMETHYLAMINO)METHYL-NSC 733861H-Indole-3-methanamine, 5-bromo-N,N-dimethyl-BRN 0160259DTXSID802321204-22-00-04316 (Beilstein Handbook Reference)RefChem:790957DTXCID801546111H-Indole-3-methanamine, 5-bromo-N,N-dimethyl-(9CI)624-136-0830-93-3

Show more names

5-bromo-3-(dimethylamino)methyl-indol5-BROMO-3-DIMETHYLAMINOMETHYL-1H-INDOLEN-[(5-bromo-1H-indol-3-yl)methyl]-N,N-dimeN-[(5-bromo-1H-indol-3-yl)methyl]-N,N-dimethylamine

1-(5-bromo-1H-indol-3-yl)-N,N-dimethylmethanamineMFCD00055980[(5-Bromo-1H-Indol-3-Yl)Methyl]Dimethylamine5-bromo-3-(dimethylaminomethyl)indole5-bromogramine crystalline5-Bromo-N,N-dimethyl-1H-Indole-3-methanamineNSC733861-(5-bromo-1H-indol-3-yl)-N,N-dimethyl-methanamine

Database identifiers

CAS: 830-93-3
PubChem CID: 13249
DTXSID: DTXSID80232120
ChEMBL: CHEMBL1253697
EC Number: 624-136-0
Nikkaji: J41.032B

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 19 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 196

Physicochemical properties

Melting point: 149.5 · 149.5-150 °C
Boiling point: 346.9 · 346.9±27.0 °C(Predicted)
Density: 1.449 · 1.449±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
pka: 16.04 · 16.04±0.30(Predicted)
form: Powder or Crystalline Powder
color: White to off-white
InChI: InChI=1S/C11H13BrN2/c1-14(2)7-8-6-13-11-4-3-9(12)5-10(8)11/h3-6,13H,7H2,1-2H3
InChIKey: FSERHDPEOFYMMK-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(Br)C=C2)C(CN(C)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: 301 · P301+P312+P330-P302+P352-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
WGK Germany: 3 · 3
RTECS: 5170000 · NL5170000
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 · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

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 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: NL5170000
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26
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: P301+P312+P330-P302+P352-P305+P351+P338

Chemistry & industry

Applications

Uses5-Bromogramine is an indole skeleton substituted with Br and CH3 at certain positions. 5-Bromogramine shows antifouling activity, with IC99 of 0.25 ppm[1].