PRIMA-1

Product Name: PRIMA-1
CAS No.: 5608-24-2
Chemical Name: PRIMA-1
Synonyms: PRIMA-1;NSC-281668;2,2-dimethylolquinuclidin-3-one;PRIMA-1 - CAS 5608-24-2 - Calbiochem;2-Bis(hydroxymethyl)-3-quinuclidinone;2,2-Bis(hydroxymethyl)quinuclidin-3-one;2,2-BIS(HYDROXYMETHYL)-3-QUINUCLIDINONE;P53 REACTIVATION AND INDUCTION OF MASSIVE APOPTOSIS;7,7-bis(hydroxymethyl)-1-azabicyclo[2.2.2]octan-8-one;2,2-BIS(HYDROXYMETHYL)-1-AZABICYCLO[2,2,2]OCTAN-3-ONE
CBNumber: CB8165699
Molecular Formula: C9H15NO3
Formula Weight: 185.22
MOL File: 5608-24-2.mol

More

Less

PRIMA-1 Property

Melting point:: 146-147 °C
Boiling point:: 353.7±17.0 °C(Predicted)
Density: 1.32±0.1 g/cm3(Predicted)
storage temp.: Inert atmosphere,2-8°C
solubility: H2O: >10mg/mL
pka: 13.68±0.10(Predicted)
form: solid
color: white to off-white
Water Solubility: Soluble in water at 10mg/ml
Sensitive: Light Sensitive

More

Less

Safety

Hazard Codes: Xn
Risk Statements: 22-43
Safety Statements: 36/37
WGK Germany: 3

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: P0069
Product name: PRIMA-1
Purity: ≥98% (HPLC), solid
Packaging: 5mg
Price: $102
Updated: 2024/03/01

Alfa Aesar

Product number: J64071
Product name: PRIMA-1
Packaging: 10mg
Price: $219.65
Updated: 2024/03/01

Cayman Chemical

Product number: 63520
Product name: PRIMA-1
Purity: ≥95%
Packaging: 1mg
Price: $19
Updated: 2024/03/01

Cayman Chemical

Product number: 63520
Product name: PRIMA-1
Purity: ≥95%
Packaging: 5mg
Price: $70
Updated: 2024/03/01

Sigma-Aldrich

Product number: P0069
Product name: PRIMA-1
Purity: ≥98% (HPLC), solid
Packaging: 25mg
Price: $403
Updated: 2024/03/01

More

Less

PRIMA-1 Chemical Properties,Usage,Production

Uses

PRIMA-1 is a reactivator of p53 and inducer of apoptosis.

Definition

ChEBI: 2,2-bis(hydroxymethyl)-1-azabicyclo[2.2.2]octan-3-one is a member of quinuclidines and a cyclic ketone.

Biological Activity

Selectively restores mutant p53 activity in tumor cells via activation of Bax and PUMA. Induces apoptosis and inhibits growth of human tumors with mutant p53.

in vitro

the substantial increase in saos-2-his-273-cells death could be noticed after being treated with 125 μm prima-1 for 48 hours. tunel staining revealed that such tumor-cell death was primarily triggered by apoptosis. prima-1 could also restore the transcriptional transactivation function to mutant p53 in vitro. [2]

in vivo

to assess the effect of prima-1 on human tumor xenografts, mice were inoculated with saos-2-his-273 cells expressing mutant p53. the mice then received prima-1 treatment at intra-tumor does of 20 mg/kg or i.v. doses of 20 and 100 mg/kg twice a day for three days. compared with the control group, the average tumor volume decreased from 555.7 mm3 to 11.7 (100 mg/kg) and 53 (20 mg/kg) mm3 after i.v. injections of prima-1. intra-tumor injections of prima-1 also decreased the average tumor volume to 5.3 mm3. [2]

IC 50

the value varied among different tumor type. in saos-2-his-273 cells, prima-1 induced cell death with an ic50 of over 15 m.

storage

Store at +4°C

References

[1] bykov v, issaeva n, zache n, shilov a, hultcrantz m, bergman j, selivanova g, wiman kg. reactivation of mutant p53 and induction of apoptosis in human tumor cells by maleimide analogs. j biol chem. 2005 aug; 280(34): 30384–91.
[2] bykov v, issaeva n, shilov a, hultcrantz m, pugacheva e, chumakov p, bergman j, wiman kg, selivanova g. restoration of the tumor suppressor function to mutant p53 by a low-molecular-weight compound. nat med. 2002 mar; 8(3):282-8.
[3] lehmann s, bykov v, ali d, andren o, cherif h, tidefelt u, uggla b, yachnin j, juliusson g, moshfegh a, paul c, wiman kg, andersson po. targeting p53 in vivo: a first-in-human study with p53-targeting compound apr-246 in refractory hematologic malignancies and prostate cancer. j clin oncol. 2012. doi: 10.1200/jco.2011.40.7783.

PRIMA-1 Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

PRIMA-1 Suppliers

China 100 Germany 2 Switzerland 1 United Kingdom 1 United States 13 Global 117

BOC Sciences

Tel: 1-631-485-4226; 16314854226
Email: info@bocsci.com
Country: United States
ProdList: 14059
Advantage: 65

MedChemexpress LLC

Tel: 021-58955995
Fax: 609-228-5909
Email: sales@medchemexpress.cn
Country: United States
ProdList: 4863
Advantage: 58

Musechem

Tel: +1-800-259-7612
Fax: +1-800-259-7612
Email: info@musechem.com
Country: United States
ProdList: 4662
Advantage: 60

InvivoChem

Tel: +1-708-310-1919 +1-13798911105
Fax: 708-557-7486
Email: sales@invivochem.cn
Country: United States
ProdList: 6393
Advantage: 58

Aladdin Scientific

Tel: +1-833-552-7181
Email: sales@aladdinsci.com
Country: United States
ProdList: 57511
Advantage: 58

TargetMol Chemicals Inc.

Tel: +1-781-999-5354
Email: support@targetmol.com
Country: United States
ProdList: 19973
Advantage: 58

5608-24-2, PRIMA-1Related Search:

Pifithrin-α (PFTα) SB 220025 PD 169316 FHPI HCL CP 31398 SB 239063 SB 202190 CYCLIC-PIFITHRIN-ALPHA 1H-INDOLE-5-CARBOXAMIDE, 97% JX401 3-QUINUCLIDINONE NOVATION PRIMA 600 PRIMA-1 2-METHYL-2-PIPERIDINOPROPANAL

PRIMA-1

P53 REACTIVATION AND INDUCTION OF MASSIVE APOPTOSIS

2,2-BIS(HYDROXYMETHYL)-1-AZABICYCLO[2,2,2]OCTAN-3-ONE

2,2-BIS(HYDROXYMETHYL)-3-QUINUCLIDINONE

2,2-dimethylolquinuclidin-3-one

7,7-bis(hydroxymethyl)-1-azabicyclo[2.2.2]octan-8-one

PRIMA-1 - CAS 5608-24-2 - Calbiochem

2-Bis(hydroxymethyl)-3-quinuclidinone

NSC-281668

1-Azabicyclo[2.2.2]octan-3-one, 2,2-bis(hydroxymethyl)-

2,2-Bis(hydroxymethyl)quinuclidin-3-one

5608-24-2

Caspases/Apoptosis