HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
Huagongshe Open Program:[email protected]AI access: llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.7.9
  1. Home
  2. /Compound

Buformin Hydrochloride

HCID 84976
New noteNew reactionRequest quotesPrint preview
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
1190-53-0
Standard SMILES
CCCCN=C(N)N=C(N)N.Cl
InChIKey
KKLWSPPIRBIEOV-UHFFFAOYSA-N
Molecular formula
C6H16ClN5
Average molar mass
193.68 g/mol
Monoisotopic mass
193.1094232

Overview

Buformin Hydrochloride is the hydrochloride salt form of buformin, an agent belonging to the biguanide class of antidiabetics with antihyperglycemic activity. Buformin is not metabolized and is excreted in the urine. This agent has an elevated risk of causing lactic acidosis, and has been withdrawn from the market.

Names & identifiers

Preferred name
Buformin Hydrochloride
IUPAC
2-butyl-1-(diaminomethylidene)guanidine;hydrochloride
English name
BuforMin Hydrochloride
Molecular formula
C6H16ClN5
Molecular weight
193.68

Names & synonyms

buformin hydrochloride1190-53-0Buformine HClBuformin HClPanforminSindiatilBiforonDiabrinTidemolZiavetineAndere1-Butylbiguanide hydrochloride
Show more names
BUTYL-BIGUANIDE HYDROCHLORIDEAdebitNSC528218Aids126511
DBV hydrochlorideButylbiguanide hydrochlorideButyl guanylguanidine15537-73-2N-Butylbiguanide hydrochlorideBuformin hydrochloride [JAN]BigunalBufonamin

Database identifiers

CAS
1190-53-0、15537-73-2
PubChem CID
84976
DTXSID
DTXSID50922844
UNII
D947SXO87P
EC Number
214-723-6、239-587-5

Properties

Computed structural properties

Topological polar surface area
103 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
1
Rotatable bonds
4
Heavy atoms
12
Formal charge
0
Complexity
156

Physicochemical properties

Melting point
177 · 177-179C
storage temp.
-20 °C · Inert atmosphere,Store in freezer, under -20°C
solubility
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form
Solid
color
White to Off-White
Water Solubility
2 O: · H2O: 25mg/mL, clear
Stability
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 DataBase Reference
1190 · 1190-53-0
FDA UNII
947 SXO87P · D947SXO87P
NCI Drug Dictionary
buformin hydrochloride
UNSPSC Code
12352200 · 12352200
NACRES
77 · NA.77
Symbol(GHS)
5 · GHS05,GHS07

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk
WGK 3
hs_code
29212900
Toxicity
LD50 i.p. in mice: 380 mg/kg (Rikimaru)
risk_code
22-43-36
Signal word
Danger
Symbol(GHS)
GHS05,GHS07
safety_code
36/39-46
Storage Class
11 - Combustible Solids
target organs
Respiratory system
Hazard statements
H302-H315-H318-H335
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
Precautionary statements
P261-P264-P270-P271-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338+P310-P332+P313-P403+P233-P405-P501

Chemistry & industry

Applications · 3 items

DescriptionBuformin 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.

UsesBuforMin 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.

UsesBuformin, clinically used for diabetes mellitus, is known to improve resistance to insulin in patients. It suppresses the expression of glyceraldehyde 3-phosphate dehydrogenase.

Upstream & downstream products

Upstream raw materials

Butylamine hydrochlorideDicyandiamide

Suppliers

Loading…

Open inquiries

Loading…

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Signal word
Danger
Hazard statements
302 · H302-H315-H318-H335
Precautionary statements
261 · P261-P264-P270-P271-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338+P310-P332+P313-P403+P233-P405-P501
target organs
Respiratory system
Risk Statements
22 · 22-43-36
Safety Statements
36 · 36/39-46
WGK Germany
3 · WGK 3
HS Code
29212900 · 29212900
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
4 OralEye · Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
Toxicity
50 i.p · LD50 i.p. in mice: 380 mg/kg (Rikimaru)