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1-Butylbiguanidmonohydrochlorid

Buformin

HCID 2468
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Grundinformationen

CAS
1190-53-0
Standard-SMILES
CCCCN=C(N)N=C(N)N
InChIKey
XSEUMFJMFFMCIU-UHFFFAOYSA-N
Summenformel
C6H15N5
Durchschnittliche Molmasse
157,22 g/mol
Monoisotopische Masse
157,1327455

Überblick

Buformin is a member of the class of biguanides that is biguanide substituted by a butyl group at position 1. It is an antidiabetic drug with potential antitumor effect. It has a role as a radiosensitizing agent, a geroprotector, an antiviral agent, a hypoglycemic agent and an antineoplastic agent. It is functionally related to a biguanide.

Namen und Bezeichner

Bevorzugter Name
Buformin
IUPAC
2-butyl-1-(diaminomethylidene)guanidine
Lokaler Name
1-Butylbiguanidmonohydrochlorid
Englischer Name
BuforMin Hydrochloride
Summenformel
C6H16ClN5
Molmasse
193.68

Namen und Synonyme

Buformin1-ButylbiguanideBuformineButylbiguanideButyldiguanideButforminGlybigid1-ButyldiguanideN-ButylbiguanideBuforminaImidodicarbonimidic diamide, N-butyl-H 224
Weitere Namen anzeigen
BUTYL-BIGUANIDE HYDROCHLORIDEAndereAdebitTideMolBiforonSindiatilPanforMinZiavetineNSC528218Aids126511
2-butyl-1-(diaminomethylene)guanidineCHEBI:3209W2115E9C7BRetard, Silubin1 ButylbiguanideRefChem:388847211-726-4692-13-7

Datenbank-Bezeichner

CAS
1190-53-0、692-13-7
PubChem CID
2468
ChEMBL
CHEMBL39736
ChEBI
CHEBI:3209
UNII
W2115E9C7B
EC Number
211-726-4

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,6
Polarare Oberfläche (TPSA)
103 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
4
Schwere Atome
11
Formalladung
0
Komplexität
156

Physikochemische Eigenschaften

Schmelzpunkt
177 · 177-179C
storage temp.
-20 °C · Inert atmosphere,Store in freezer, under -20°C
Löslichkeit
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
Aggregatzustand
Solid
Farbe
White to Off-White
Wasserlöslichkeit
2 O: · H2O: 25mg/mL, clear
Stabilität
Hygroscopic
InChI
1S/C6H15N5.ClH/c1-2-3-4-10-6(9)11-5(7)8;/h2-4H2,1H3,(H6,7,8,9,10,11);1H
InChIKey
KKLWSPPIRBIEOV-UHFFFAOYSA-N
SMILES
[Cl-].N\C(=N/CCCC)\N=C(N)N.[H+]
CAS Datenbank
1190 · 1190-53-0

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Sicherheitsdaten

wgk
WGK 3
hs_code
29212900
risk_code
22-43-36
Toxizität
LD50 i.p. in mice: 380 mg/kg (Rikimaru)
safety_code
36/39-46
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.
Anwendungen · 2 Einträge

BeschreibungBuformin is a biguanide derivative with antihyperglycemic activity. It delays absorption of glucose from the gastrointestinal tract, increases insulin sensitivity and glucose utilization in peripheral cells, and inhibits hepatic gluconeogenesis. It can also deactivate the glycolytic pathway by suppressing glyceraldehyde 3-phosphate dehydrogenase gene expression, which can lead to lactic acidosis. Biguanides, such as buformin, are reported to inhibit the mitochondrial respiratory complex I by inhibiting ubiquinone reduction and by stimulating reactive oxygen species production via the complex I flavin. Some biguanides, including buformin, can also inhibit the mitochondrial ATP synthase. Buformin has also been examined for antitumor activity due to its ability to disrupt the unfolded protein response transcription program during glucose deprivation, which induces cell death in glucose-deprived tumor cells.

VerwendenBuforMin Hydrochloride is a biguanide derivative with antihyperglycemic activity. It delays absorption of glucose from the gastrointestinal tract, increases insulin sensitivity and glucose utilization in peripheral cells, and inhibits hepatic gluconeogenesis. BuforMin Hydrochloride has also been examined for antitumor activity due to its ability to disrupt the unfolded protein response transcription program during glucose deprivation, which induces cell death in glucose-deprived tumor cells.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

ButylammoniumchloridCyanguanidin

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