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Formamidine acetate

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Formamidine acetate Basic information

Product Name:
Formamidine acetate
Synonyms:
  • Methanimidamide(9CI)
  • ormamidine acetate
  • IMINOFORMAMIDE ACETATE
  • FORMAMIDINE ACETATE SALT
  • FORMAMIDINE,ACETIC ACID
  • FORMAMIDINE ACETIC ACID SALT
  • FORMAMIDINE ACETATE
  • FAA
CAS:
3473-63-0
MF:
C3H8N2O2
MW:
104.11
EINECS:
222-442-5
Product Categories:
  • API
  • Pharmaceutical Intermediates
  • bc0001
  • 3473-63-0
Mol File:
3473-63-0.mol
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Formamidine acetate Chemical Properties

Melting point:
158-161 °C (dec.)(lit.)
Density 
1.124
storage temp. 
Store below +30°C.
solubility 
832g/l
form 
Liquid
color 
Clear colorless to light yellow
PH
8 (400g/l, H2O, 20℃)
Water Solubility 
832 g/L (21 ºC)
Sensitive 
Hygroscopic
BRN 
3563488
InChI
InChI=1S/C2H4O2.CH4N2/c1-2(3)4;2-1-3/h1H3,(H,3,4);1H,(H3,2,3)
InChIKey
XPOLVIIHTDKJRY-UHFFFAOYSA-N
SMILES
C(C)(=O)O.C(=N)N
CAS DataBase Reference
3473-63-0(CAS DataBase Reference)
EPA Substance Registry System
Methanimidamide, monoacetate (3473-63-0)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
43-36/37/38
Safety Statements 
36/37-37/39-26-36/37/39-27
WGK Germany 
2
3-9-21
Autoignition Temperature
565 °C
TSCA 
Yes
HS Code 
29252000
Toxicity
LD50 orally in Rabbit: 2510 mg/kg LD50 dermal Rat > 2000 mg/kg

MSDS

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Formamidine acetate Usage And Synthesis

Description

Formamidine acetate is an anti-tuberculosis drug that belongs to the class of aminoglycosides. It has been shown to have a potent cytotoxic effect on malignant brain cells in vitro. It inhibits bacterial growth by binding to DNA-dependent RNA polymerase, thereby preventing transcription and replication. The high frequency of human activity has been shown using a patch-clamp technique on human erythrocytes. This active form is metabolized through a number of metabolic transformations, including hydrolysis by esterases or glucuronidases, oxidation by cytochrome P450 enzymes, reduction by glutathione reductase, or conjugation with glucuronic acid. It also specifically binds to markers expressed at high levels in Mycobacterium tuberculosis strains (e.g., ESX-1 secretion system protein) and inhibits cell growth in culture.

Chemical Properties

white to light yellow crystalline powder

Uses

Formamidine acetate is used as an intermediate in the synthesis of active pharmaceutical ingredients. It is also used as a condensing agent for the preparation of pyrimidine and imidazole heterocycles.

Uses

Formamidine acetate salt is widely used in the preparation of formamidinium lead triiodide (FAPbI3) perovskites for perovskite solar cells. It is also used in the synthesis of formamidinium lead bromide nanocrystals for use as emitters in display applications.

Purification Methods

Unlike the hydrochloride, the acetate salt is not hygroscopic. It is recrystallised from a small volume of acetic acid, by addition of EtOH and the crystals are washed with EtOH then Et2O and dried in a vacuum. [Taylor et al. Org Synth 46 39 1966, Beilstein 2 IV 82.]

Formamidine acetateSupplier

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