BENZAMIDINE

  • Name: BENZAMIDINE
  • CAS: 618-39-3
  • Purity: 99%
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  • Molecular Formula: C7H8N2
  • Molecular Weight: 120.154
  • Melting Point: 65-70 °C 
  • Boiling Point: 208.5 °C at 760 mmHg 
  • PKA: 11.90±0.40(Predicted) 
  • Flash Point: 79.9 °C 
  • PSA: 49.87000 
  • Density: 1.09 g/cm3 
  • LogP: 1.77070 

BENZAMIDINE(Cas 618-39-3) Usage

Chemical Description

Benzamidine is a molecule with biological and pharmacological relevance.

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 1255, 1962 DOI: 10.1021/jo01051a033Tetrahedron Letters, 31, p. 1969, 1990 DOI: 10.1016/S0040-4039(00)88891-7

Biochem/physiol Actions

Benzamidine is an inhibitor of plasmin and has been used in the radioimmunoassay of glucagon in human plasma. It prevents the destruction of Thyrotropin-releasing hormone (TRH) added to whole blood in vitro before radioimmunoassay of TRH.

Purification Methods

It is liberated from its hydrochloride chloride (below) by treatment with 5M NaOH, extracted into diethyl ether, dried (Na2SO4) and sublimed in vacuo.[Beilstein 9 H 280, 9 I 123, 9 II 199, 9 1264, 9 IV 898.]

General Description

Benzamidine is utilized as a nucleophile in a micelle-catalyzed, one-pot synthesis of biologically active benzo[a]phenazines and naphtho[2,3-d]imidazoles, demonstrating its role in facilitating regio- and chemoselective reactions under environmentally friendly aqueous conditions.

InChI:InChI=1/C7H8N2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H3,8,9)

618-39-3 Relevant articles

Benzamidine

Barker,Phillips,Wallbridge,Powell

, p. 2617 - 2619 (1996)

Benzenecarboximidamide, C7H8N2, has been...

NADH cytochrome b5 reductase and cytochrome b5 catalyze the microsomal reduction of xenobiotic hydroxylamines and amidoximes in humans

Kurian, Joseph R.,Bajad, Sunil U.,Miller, Jackie L.,Chin, Nathaniel A.,Trepanier, Lauren A.

, p. 1171 - 1178 (2004)

Hydroxylamine metabolites, implicated in...

Assembly of 5-Aminoimidazoles via Palladium-Catalysed Double Isocyanide Insertion Reaction

Wang, Xu,Fu, Jin-Ping,Mo, Jia-Hui,Tian, Yu-Hong,Liu, Chun-You,Tang, Hai-Tao,Sun, Zi-Jun,Pan, Ying-Ming

, p. 2762 - 2766 (2021)

A palladium-catalysed tandem cyclisation...

Compounds for Treating Cannabinoid Toxicity and Acute Cannabinoid Overdose

-

, (2022/02/11)

The present invention relates to novel c...

Novel Allosteric Inhibitors of Deoxyhypusine Synthase against Malignant Melanoma: Design, Synthesis, and Biological Evaluation

Li, Shuai,Li, Xin-Yang,Li, Yu-Heng,Lin, Qi-Qi,Liu, Kai-Li,Meng, Fan-Hao,Qian, Xin-Hua,Wang, De-Pu,Xue, Wen-Han

, p. 13356 - 13372 (2021/09/20)

Based on the novel allosteric site of de...

Toward Continuous-Flow Synthesis of Biologically Interesting Pyrazole Derivatives

Das, Amrita,Ishitani, Haruro,Kobayashi, Shū

supporting information, p. 5127 - 5132 (2019/11/13)

A two-step continuous-flow synthesis of ...

618-39-3 Process route

sodium thiophenolate
930-69-8

sodium thiophenolate

3-bromo-3-phenyl-3H-diazirine
4222-25-7

3-bromo-3-phenyl-3H-diazirine

benzonitrile
100-47-0

benzonitrile

benzamidin
618-39-3

benzamidin

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
Conditions Yield
In methanol; at 25 ℃; Rate constant; Mechanism; var. NaSPh conc.; also 15N-labelled phenylbromodiaziryne, other bromo- and chloro-aryldiazirines, also with sodium thioacetate;
92%
benzylidenamine
16118-22-2

benzylidenamine

ammonia
7664-41-7

ammonia

potassium amide

potassium amide

lophine
484-47-9

lophine

benzamidin
618-39-3

benzamidin

benzylamine
100-46-9

benzylamine

Conditions
Conditions Yield
at 210 ℃;

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