3-NITROTYRAMINE
- Product Name
- 3-NITROTYRAMINE
- CAS No.
- 49607-15-0
- Chemical Name
- 3-NITROTYRAMINE
- Synonyms
- 3-NITROTYRAMINE;Phenol, 4-(2-aMinoethyl)-2-nitro-
- CBNumber
- CB7363782
- Molecular Formula
- C8H10N2O3
- Formula Weight
- 182.18
- MOL File
- 49607-15-0.mol
3-NITROTYRAMINE Property
- Melting point:
- 217 °C (decomp)
- Boiling point:
- 326.8±27.0 °C(Predicted)
- Density
- 1.337±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 6.53±0.35(Predicted)
- InChI
- InChI=1S/C8H10N2O3/c9-4-3-6-1-2-8(11)7(5-6)10(12)13/h1-2,5,11H,3-4,9H2
- InChIKey
- IUCYCHQMRZWPGT-UHFFFAOYSA-N
- SMILES
- C1(O)=CC=C(CCN)C=C1[N+]([O-])=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- 2361CY
- Product name
- 3-Nitrotyramine
- Packaging
- 100mg
- Price
- $84
- Updated
- 2021/12/16
- Product number
- 2361CY
- Product name
- 3-Nitrotyramine
- Packaging
- 250mg
- Price
- $92
- Updated
- 2021/12/16
- Product number
- 2361CY
- Product name
- 3-Nitrotyramine
- Packaging
- 1g
- Price
- $145
- Updated
- 2021/12/16
- Product number
- CHM0310191
- Product name
- 3-NITROTYRAMINE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $496.83
- Updated
- 2021/12/16
- Product number
- A158872
- Product name
- 3-Nitrotyramine
- Purity
- 98%
- Packaging
- 250mg
- Price
- $95
- Updated
- 2021/12/16
3-NITROTYRAMINE Chemical Properties,Usage,Production
Definition
ChEBI: 3-nitrotyramine is tyramine substituted at position 3 by a nitro group. It is a member of tyramines and a member of 2-nitrophenols. It is functionally related to a tyramine. It is a tautomer of a 3-nitrotyramine zwitterion.
Synthesis
51-67-2
49607-15-0
General method: suitable phenolic compounds 8a-13a (1 mmol) were mixed with 60% nitric acid (4.8 mmol). The resulting suspension was stirred at room temperature, where compounds 8a and 9a were stirred for 10 min, compounds 10a, 12a, and 13a were stirred for 30 min, and compound 11a was stirred overnight until a deep red solution was formed.HPLC analysis confirmed complete consumption of the starting material and detected three major products corresponding to the nitro derivatives generated by hydroxyl-neighboring and para-nitrosylation of meso-substituted phenols 8a, 10a, and 12a; while para-substituted phenols 9a, 10a, and 12a, and the nitro derivatives generated by hydroxyl neighboring and para nitro derivatives generated by nitration; while only one product was generated from para-substituted phenols 9a, 11a and 13a. The crude products, nitrophenol 8b or 9b, were diluted with water (20 mL) and upsampled onto a Dowex 50W-X2 (200-400 mesh) column (1.5 cm × 6 cm, H+ type, pre-equilibrated with water). The column was first washed with water (100 mL), and then the product was eluted with 2 M hydrochloric acid (20 mL/grade fraction). The grades containing 3-nitrotyramine were combined and evaporated to dryness to give a yellow powder. For the nitration products (10b, 12b, and 13b) of phenols 10a, 12a, and 13a, the reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (2 × 100 mL). The organic phases were combined, washed with water (2 x 50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The nitration reaction of compound 11a directly gave orange powder 11b, which was filtered, washed with water and dried under reduced pressure to give dark powder 11b.
References
[1] Molecules, 2014, vol. 19, # 6, p. 8039 - 8050
[2] Patent: WO2016/118770, 2016, A1. Location in patent: Paragraph 0228
[3] Chemistry - A European Journal, 2006, vol. 12, # 3, p. 749 - 757
3-NITROTYRAMINE Preparation Products And Raw materials
Raw materials
Preparation Products
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