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)

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

F 

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

• Language:English Provider:Methanimidamide monoacetate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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 acetate(3473-63-0)Related Product Information

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