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SML2960

Sigma-Aldrich

Nizatidine

≥98% (HPLC)

Synonym(s):

Nizatidine, LY 139037, N′-[2-[[[2-[(Dimethylamino)methyl]-4-thiazolyl]methyl]thio]ethyl]-N-methyl-2-nitro-1,1-ethenediamine, N-{2-[2-(N,N-Dimethylaminomethyl)-4-thiazolylmethylthio]ethyl}-N′-methyl-2-nitro-1,1-ethenediamine

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About This Item

Empirical Formula (Hill Notation):
C12H21N5O2S2
CAS Number:
76963-41-2
Molecular Weight:
331.46
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

[s]1c(nc(c1)CSCCN\C(=C\[N+](=O)[O-])\NC)CN(C)C

InChI

1S/C12H21N5O2S2/c1-13-11(6-17(18)19)14-4-5-20-8-10-9-21-12(15-10)7-16(2)3/h6,9,13-14H,4-5,7-8H2,1-3H3/b11-6+

InChI key

SGXXNSQHWDMGGP-IZZDOVSWSA-N

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Biochem/physiol Actions

Nizatidine is a potent and selective antagonist of histamine H2 receptors used for treatment of stomach and intestine ulcers. Also, it was recommended as a component of combination therapy for cancer treatment. New data indicate that it can be repurposed to treat subtypes of clear cell renal cell carcinoma (ccRCC) in patients expressing certain isoforms of the pyruvate kinase muscle type. Additionally, nizatidine increases utrophin A levels in in C2C12 myoblasts (relevant to Duchenne muscular dystrophy).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000265367
0000165926
0000176587

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Xiangyu Li et al.
Heliyon, 6(2), e03440-e03440 (2020-02-26)
Clear cell renal cell carcinoma (ccRCC) accounts for 70-80% of kidney cancer diagnoses and displays high molecular and histologic heterogeneity. Hence, it is necessary to reveal the underlying molecular mechanisms involved in progression of ccRCC to better stratify the patients
T M Lin et al.
The Journal of pharmacology and experimental therapeutics, 239(2), 406-410 (1986-11-01)
Nizatidine (LY139037), a selective histamine H2-receptor antagonist, is a potent inhibitor of gastric acid secretion. It was 17.8 times as active as cimetidine on histamine (10(-5) M)-induced secretion from the isolated gastric mucosa of the bullfrog. Nizatidine was 8.9 times

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