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1539100

USP

Pimecrolimus

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

33-epi-chloro-33-desoxyascomycin, Picrolimus

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About This Item

Empirical Formula (Hill Notation):
C43H68ClNO11
CAS Number:
137071-32-0
Molecular Weight:
810.45
MDL number:
MFCD00901792
NACRES:
NA.24
UNSPSC Code:
41116107
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grade

pharmaceutical primary standard

agency

USP

manufacturer/tradename

USP

application(s)

pharmaceutical small molecule

format

neat

storage temp.

2-8°C

SMILES string

C[C@H]([C@@H](O)CC([C@H](CC)/C=C1C)=O)[C@](/C(C)=C/[C@@]2([H])C[C@@H](OC)[C@@H](Cl)CC2)([H])OC([C@@]3([H])N(C(C([C@@]4(O)[C@H](C)C[C@H](OC)[C@@H]([C@@H](OC)C[C@@H](C)C\1)O4)=O)=O)CCCC3)=O

InChI

1S/C43H68ClNO11/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)45-16-12-11-13-32(45)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-31(44)35(22-29)52-7/h18,20,25,27-33,35-39,46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32-,33-,35+,36-,37-,38+,39+,43+/m0/s1

InChI key

KASDHRXLYQOAKZ-XDSKOBMDSA-N

General description

Find answers to frequently asked questions on USP products in USP FAQs.
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including MSDS and any product information leaflets, have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Biochem/physiol Actions

Calcineurin inhibitor, immune suppressant
Pimecrolimus, also known as Picrolimus, is a macrolactam ascomycin derivative that acts as an immune suppressant. It binds with high affinity to macrophilin-12 (FKBP-12) and inhibits calcineurin, a calcium-dependent phosphatase. Pimecrolimus inhibits production of pro-inflammatory cytokines by T cells and mast cells and prevents the release of inflammatory cytokines and mediators from mast cells. It has been used clinically as a treatment for eczema.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.

Other Notes

Sales restrictions may apply.
USP issued SDS can be found here

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Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Codes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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