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102-02-3

102-02-3 structure
102-02-3 structure
Name phenyl biguanide
Synonyms N-Phenyliminodicarbonimidic Diamide
Phenylbiguanide
MFCD00179077
1-(diaminomethylidene)-2-phenylguanidine
EINECS 202-998-5
Description Phenylbiguanide is a 5-HT3 receptor selective agonist with an EC50 of 3.0±0.1 μM.
Related Catalog
Target

5-HT3 Receptor:3 μM (EC50)
In Vitro Phenylbiguanide (1-Phenylbiguanide) is a 5-HT3 receptor selective agonist with pEC50s of 5.57, 4.07, and 4.47 for r5-HT3A(b), h5-HT3A, m5-HT3A(b) , respectively[1]. The effect of Phenylbiguanide (1-Phenylbiguanide hydrochloride) in promoting the growth of the HT29 cell line is investigated. Phenylbiguanide causes a dose dependent proliferation of HT29 cells after 48 hours incubation. The maximum proliferation is at a 5HT concentration of 12.5 μM (P≤0.01). Phenylbiguanide significantly stimulates the growth of cells at concentrations of 3.125 μM (P≤0.05) and 6.25 μM (P≤0.01)[2].
In Vivo In anaesthetised mice, Phenylbiguanide (PBG), a drug that is known to stimulate cardiopulmonary afferent C-fibres,is injected into the right atrium of the heart and mapped c-Fos expression within specific regions of the central nervous system. Intraatrial injection of PBG produces a reflex cardiorespiratory response including a pronounced bradycardia and a respiratory depression[3].
Cell Assay HT29 cells are washed with Phosphate buffer saline (PBS) and harvested with a 0.5% trypsin solution at 50-60% confluency. Cells are then added to wells at a density of 104 cells/well in a 96-well plate to a final volume of 100 μL/well. After 24 hours of incubation at 37°C in a 5% CO2 atmosphere, the culture medium is replaced with 200 μL fresh culture medium containing 5HT hydrochloride, Phenylbiguanide hydrochloride at concentrations of: 3.125, 6.25, 12.5, 25, 50, and 100 µM . Cells cultured solely in media served as negative controls. After 48 hours of incubation at 37°C in a 5% CO2 atmosphere, the culture medium is removed and 8 µL MTT reagent (diluted in PBS at a concentration of 4 mg/mL) is added to 50 μL of fresh culture medium at a final concentration of 0.55 mg/mL. The optimum incubation period time is determined in a pilot study[2].
Animal Admin Mice[3] Adult male specified pathogen free (SPF) BALB/c mice (28-33 g; n=10) are used throughout this study. All mice have free access to water and food in a light (12: 12 h light/ dark cycle, lights on at 0700 h) and temperature-controlled (21-23°C) environment. Mice are randomly assigned to two treatment groups, 1) intra-atrial injection of 0.9% saline (controls, n=5) or 2) intra-atrial injection of vehicle containing Phenylbiguanide (n=5). For the PBGinjected group, mice are injected with an effective dose of Phenylbiguanide (1-1.5 μg in 10-15 μL saline) . This is repeated five times in total with each injection separated by 8-10 min. For control mice, each mouse receives five saline injections (10-15 μL each), also at 8-10 min intervals[3].
References

[1]. Mair ID, et al. Pharmacological characterization of a rat 5-hydroxytryptamine type3 receptor subunit (r5-HT3A(b)) expressed in Xenopus laevis oocytes. Br J Pharmacol. 1998 Aug;124(8):1667-74.

[2]. Ataee R, et al. Study of 5HT3 and HT4 receptor expression in HT29 cell line and human colon adenocarcinoma tissues. Arch Iran Med. 2010 Mar;13(2):120-5.

[3]. de Vries A, et al. Characterisation of c-Fos expression in the central nervous system of mice following right atrialinjections of the 5-HT3 receptor agonist Phenylbiguanide. Auton Neurosci. 2005 Dec 30;123(1-2):62-75.
Density 1.33g/cm3
Boiling Point 388.4ºC at 760mmHg
Melting Point 135-142 °C(lit.)
Molecular Formula C8H11N5
Molecular Weight 177.20600
Flash Point 188.7ºC
Exact Mass 177.10100
PSA 100.28000
LogP 1.88000
Vapour Pressure 3.08E-06mmHg at 25°C
Index of Refraction 1.656

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DU2450000
CHEMICAL NAME :
Biguanide, 1-phenyl-
CAS REGISTRY NUMBER :
102-02-3
LAST UPDATED :
198505
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C8-H11-N5
MOLECULAR WEIGHT :
177.24
WISWESSER LINE NOTATION :
MUYZMYUM&MR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
MPHEAE Medicina et Pharmacologia Experimentalis. (Basel, Switzerland) V.12-17, 1965-67. For publisher information, see PHMGBN. Volume(issue)/page/year: 16,267,1967
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS DU2450000
142-04-1 structure

142-04-1
127099-85-8 structure

127099-85-8

~%

102-02-3 structure

102-02-3
Literature: US2446421 , ;
127099-85-8 structure

127099-85-8

~%

102-02-3 structure

102-02-3
Literature: Journal of the Chemical Society, , p. 1252,1255
103-72-0 structure

103-72-0

~%

102-02-3 structure

102-02-3
Literature: Chemische Berichte, , vol. 13, p. 1581 Chemische Berichte, , vol. 14, p. 2638
4484-20-2 structure

4484-20-2
127099-85-8 structure

127099-85-8

~%

102-02-3 structure

102-02-3
Literature: Journal of the Chemical Society, , p. 1252,1255
15989-47-6 structure

15989-47-6

~%

102-02-3 structure

102-02-3
Literature: Chemische Berichte, , vol. 13, p. 1581 Chemische Berichte, , vol. 14, p. 2638
15989-47-6 structure

15989-47-6
74497-02-2 structure

74497-02-2

~%

102-02-3 structure

102-02-3
Literature: Chemische Berichte, , vol. 13, p. 1581 Chemische Berichte, , vol. 14, p. 2638
110-86-1 structure

110-86-1
628-13-7 structure

628-13-7
74497-02-2 structure

74497-02-2
127099-85-8 structure

127099-85-8

~%

Detail
Literature: US2446421 , ;

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title: CAS No. 102-02-3 | Chemsrc address: https://www.chemsrc.com/en/baike/1195106.html

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