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Home> Encyclopedia >Hormones and synthetic substitutes>Pharmaceutical Intermediates>Organic Intermediate
Glipizide structure
Glipizide structure

Glipizide

Iupac Name:N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-5-methylpyrazine-2-carboxamide
CAS No.: 29094-61-9
Molecular Weight:445.53518
Modify Date.: 2022-10-30 18:41
Introduction: Glipizide is an oral rapid- and short-acting anti-diabetic medication classified as a second-generation sulfonylurea. It is commonly used as an adjunct to diet in combination with proper exercise program for controlling high blood sugar and its associated symptomatology in people with type II diabetes (non-insulin-dependent diabetes mellitus). Besides, it is effective to lessen the risk of heart attack or stroke and help prevent kidney damage, blindness, nerve problems, loss of limbs, sexual function problems, which can be resulted from hypertension.Glipizide is an oral hypoglycemic drug that is rapidly absorbed and completely metabolized in human body. It is occasionally be administrated with other diabetes pharmaceuticals but it is not a cure for diabetes. Glipizide lowers blood glucose by stimulating the pancreas to release more natural insulin. The FDA approved glipizide in May 1984. View more+
1. Names and Identifiers
1.1 Name
Glipizide
1.2 Synonyms

1-Cyclohexyl-3-{4-[2-(5-methylpyrazine-2-carboxamido)ethyl]phenylsulfonyl}urea 2-Pyrazinecarboxamide, N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-5-methyl- 2-Pyrazinecarboximidic acid, N-[2-[4-[[[(E)-(cyclohexylimino)hydroxymethyl]amino]sulfonyl]phenyl]ethyl]-5-methyl- Aldiab Digrin EINECS 249-427-6 exylurea Glibenese Glican Glidiab Glipid Glipizide Solution, 100ppm Glucotrol GLYDIAZINAMIDE k4024 Melizide MFCD00072159 Mindiab N-(2-{4-[(cyclohexylcarbamoyl)sulfamoyl]phényl}éthyl)-5-méthylpyrazine-2-carboxamide N-(2-{4-[(Cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-5-methyl-2-pyrazinecarboxamide N-(2-{4-[(Cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-5-methylpyrazin-2-carboxamid N-(2-{4-[(cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-5-methylpyrazine-2-carboxamide n-(4-(beta-(5-methylpyrazine-2-carboxamido)ethyl)benzenesulphonyl)-n’-cycloh N-[2-(4-{[(E)-(Cyclohexylimino)(hydroxy)methyl]sulfamoyl}phenyl)ethyl]-5-methyl-2-pyrazinecarboximidic acid N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-5-methyl-2-pyrazinecarboxamide N-[4-(3-Cyclohexylureidosulfonyl)phenethyl]-5-methyl-2-pyrazinecarboxamide Ozidia Pyrazinecarboxamide, N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-5-methyl- tk1320 urea,1-cyclohexyl-3-((p-(2-(5-methylpyrazinecarboxamido)ethyl)phenyl)sulfonyl)

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1.3 CAS No.
29094-61-9
1.4 CID
3478
1.5 EINECS(EC#)
249-427-6
1.6 Molecular Formula
C21H27N5O4S (isomer)
1.7 Inchi
InChI=1S/C21H27N5O4S/c1-15-13-24-19(14-23-15)20(27)22-12-11-16-7-9-18(10-8-16)31(29,30)26-21(28)25-17-5-3-2-4-6-17/h7-10,13-14,17H,2-6,11-12H2,1H3,(H,22,27)(H2,25,26,28)
1.8 InChIkey
ZJJXGWJIGJFDTL-UHFFFAOYSA-N
1.9 Canonical Smiles
CC1=CN=C(C=N1)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
1.10 Isomers Smiles
CC1=CN=C(C=N1)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
2. Properties
2.1 Density
1.34
2.1 Melting point
208-209°C
2.1 Boiling point
676.0±65.0 °C at 760 mmHg
2.1 Refractive index
1.597
2.1 Flash Point
362.6±34.3 °C
2.1 Precise Quality
445.17800
2.1 PSA
138.53000
2.1 logP
4.33160
2.1 Solubility
methanol: 1.9?mg/mL
2.2 Appearance
White or off-white crystalline powder
2.3 Storage
Ambient temperatures.
2.4 Chemical Properties
Crystalline Solid
2.5 Color/Form
white
2.6 pKa
[5.9]
2.7 Water Solubility
methanol: 1.9?mg/mL
2.8 StorageTemp
Store in a tightly closed container. Store in a dry area. Store at around 20 C.
3. Use and Manufacturing
3.1 Definition
ChEBI: An N-sulfonylurea that is glyburide in which the (5-chloro-2-methoxybenzoyl group is replaced by a (5-methylpyrazin-2-yl)carbonyl group. An oral hypoglycemic agent, it is used in the treatment of type 2 diabetes mellitus.
3.2 Usage
sweetener, treatment of portoencephalopathy
4. Safety and Handling
4.1 Hazard Codes
Xi; Xn
4.1 Risk Statements
R21
4.1 Safety Statements
S24/25
4.1 RIDADR
NONH for all modes of transport
4.1 WGK Germany
3
4.1 RTECS
YS7640000
4.1 Safety

Safety Information of? Glipizide (CAS NO.29094-61-9):
Hazard Codes:?HarmfulXn,IrritantXi
Risk Statements: 21-36/38-46-62-63
21:Harmful in contact with skin
36/38:Irritating to eyes and skin?
46:May cause heritable genetic damage
62:Possible risk of impaired fertility?
63:Possible risk of harm to the unborn child?
Safety Statements: 24/25-53-36/37-26-25
24/25:Avoid contact with skin and eyes
53:Avoid exposure - obtain special instruction before use
36/37:Wear suitable protective clothing and gloves
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice?
25:Avoid contact with eyes????
WGK Germany: 3
RTECS: YS7640000
F: 10

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4.2 Specification

? Glipizide , with CAS number of 29094-61-9, can be called 2-pyrazinecarboxamide, N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-5-methyl- ; N-(2-{4-[(Cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-5-methyl-2-pyrazinecarboxamide ; Pyrazinecarboxamide, N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-5-methyl- .?Glipizide (CAS NO.29094-61-9) is an oral medium-to-long acting anti-diabetic drug.

4.3 Toxicity

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YS7640000
CHEMICAL NAME :
Urea, 1-cyclohexyl-3-((p-(2-(5-methylpyrazinecarboxamido)et hyl)phenyl)sulfonyl)-
CAS REGISTRY NUMBER :
29094-61-9
LAST UPDATED :
199612
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C21-H27-N5-O4-S
MOLECULAR WEIGHT :
445.59

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>4 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 21,208,1971
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 21,208,1971
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>4 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 21,208,1971
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 21,208,1971
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
>4 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 21,208,1971
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
2400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 21,208,1971
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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s) No symbol.
Signal word

No signal word.

Hazard statement(s)

none

Precautionary statement(s)
Prevention

none

Response

none

Storage

none

Disposal

none

2.3 Other hazards which do not result in classification

none

6. NMR Spectrum
7. Other Information
7.0 Usage
An ATP-dependent potassium channel blocker
8. Computational chemical data
  • Molecular Weight: 445.53518g/mol
  • Molecular Formula: C21H27N5O4S
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 445.17837553
  • Monoisotopic Mass: 445.17837553
  • Complexity: 697
  • Rotatable Bond Count: 7
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Topological Polar Surface Area: 139
  • Heavy Atom Count: 31
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADceB7uABAAAAAAAAAAAAAAAAAAAAAAAA8YIAAAAAAAAABwAAAHgQQQAAADCjB3gQ/gZLIEAKoAzV3VHDCgDQ3EiAI2Jm4dMiIYGrA0TGUIIgglgLIiMcQgIAOEAAAAAAAAAAgAAAAAAAAAAAAAAAAAA==
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