BN-2629
- Product Name
- BN-2629
- CAS No.
- 232931-57-6
- Chemical Name
- BN-2629
- Synonyms
- SG2000;SP-2001;BN-2629;CS-1384;UP 2001;SJG 136;NSC 694501;SJG 136,SJG136;(11aS,11'aS)-8,8'-[1,3-Propanediylbis(oxy)]bis[1,2,3,11a-tetrahydro-7-methoxy-2-methylene-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one;5H-Pyrrolo[2,1-c][1,4]benzodiazepin-5-one, 8,8'-[1,3-propanediylbis(oxy)]bis[1,2,3,11a-tetrahydro-7-methoxy-2-methylene-, (11aS,11'aS)-
- CBNumber
- CB82582892
- Molecular Formula
- C31H32N4O6
- Formula Weight
- 556.61
- MOL File
- 232931-57-6.mol
BN-2629 Property
- Boiling point:
- 805.5±65.0 °C(Predicted)
- Density
- 1.36±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO: ≥ 100 mg/mL (179.66 mM)
- pka
- 3.88±0.20(Predicted)
- form
- Solid
- color
- Off-white to yellow
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H227Combustible liquid
H290May be corrosive to metals
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P234Keep only in original container.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P363Wash contaminated clothing before reuse.
P370+P378In case of fire: Use … for extinction.
P390Absorb spillage to prevent material damage.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
P406Store in corrosive resistant/… container with a resistant inner liner.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- SML3745
- Product name
- SJG-136
- Purity
- ≥95% (HPLC)
- Packaging
- 1 unit
- Price
- $1450
- Updated
- 2025/07/31
- Product number
- CS-4593
- Product name
- SJG-136
- Purity
- >98.0%
- Packaging
- 25mg
- Price
- $1950
- Updated
- 2021/12/16
- Product number
- CS-4593
- Product name
- SJG-136
- Purity
- >98.0%
- Packaging
- 5mg
- Price
- $720
- Updated
- 2021/12/16
- Product number
- CS-4593
- Product name
- SJG-136
- Purity
- >98.0%
- Packaging
- 10mg
- Price
- $1150
- Updated
- 2021/12/16
- Product number
- API0005148
- Product name
- BN-2629
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $497.15
- Updated
- 2021/12/16
BN-2629 Chemical Properties,Usage,Production
Uses
SJG-136 is a DNA cross-linking agent, with an XL50 of 45 nM for pBR322 DNA. SJG-136 has potent antitumor activity.
Biological Activity
Highly potent DNA cross-linking agent th at binds in the minor groove of DNA.
SJG-136 is a highly potent DNA cross-linking agent th at binds in the minor groove of DNA. SJG-136 exhibits potent anticancer activity in numerous cancer cell lines and in vivo. It exhibits significant inhibitory effect against Src activity.
Synthesis
1221969-15-8
232931-57-6
The general procedure for the synthesis of (11aS,11a'S)-8,8'-(propane-1,3-diylbis(oxy))bis(7-methoxy-2-methylene-2,3-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5(11aH)-one) from the compound (CAS:1221969-15-8) was carried out as follows: the solid bis -SEM-dilactam 8 (100 mg, 0.12 mmol) was dissolved in a solvent mixture of ethanol (3 mL) and THF (3 mL). Lithium borohydride (22 mg, 2.3 mmol) was added all at once and the reaction mixture was stirred for 1 h under nitrogen protection. The completion of the reaction was monitored by LC/MS. The reaction mixture was partitioned between water (35 mL) and chloroform (50 mL). The organic phase was washed sequentially with water (35 mL), brine (35 mL), dried over magnesium sulfate and concentrated by rotary evaporation under reduced pressure. The residue was redissolved in a solvent mixture of chloroform (2 mL), ethanol (2 mL) and water (2.5 mL). Silica gel (4 g) was added and the mixture was stirred for 48 hours. The reaction mixture was filtered through a sintered funnel and washed with a solvent mixture of chloroform/methanol (90:10 v/v). The filtrate was extracted with chloroform, washed with brine, dried over magnesium sulfate and concentrated by rotary evaporation under reduced pressure. The residue was purified by fast chromatography (gradient elution: 100% CHCl3 to 97:3 v/v CHCl3/MeOH). The pure grades were collected and the solvent was removed by rotary evaporation under reduced pressure to give the target product SJG-136 as a mixture of imine and methanolamine methyl ether (46 mg, 70% yield). Analytical data: LC/MS 2.50 min (ES-) m/z (relative intensity) 555.06 ([M-H]-, 100); the analytical description is in agreement with the results previously published by Gregson et al. (J. Med. Chem. 2001, 44, 1161-1174). However, the observed [α]20D value was higher than the value reported in the literature: [α]20D = +766° (c = 0.37, HPLC CHCl3) (literature value [α]20D = +358° (c = 0.07, CHCl3)). This discrepancy is within expectations, as spin measurements are extremely sensitive to chloroform purity and the ratio of imine/carbamide adducts.
in vivo
SJG-136 shows more potent antitumor effect against CMeC-1 tumour at 0.30 mg/kg than 0.15 mg/kg either as a single dose or administered once a week for three weeks via dosed intravenously in mice. SJG-136-induced H2AX phosphorylation shows good correspondence, but less sensitivity, than measurement of foci[2].
IC 50
Pyrrolobenzodiazepines
References
[1] Gregson SJ, et al. Design, synthesis, and evaluation of a novel pyrrolobenzodiazepine DNA-interactive agent with highly efficient cross-linking ability and potent cytotoxicity. J Med Chem. 2001 Mar 1;44(5):737-48. DOI:10.1021/jm001064n
[2] Mellinas-Gomez M, et al. Activity of the DNA minor groove cross-linking agent SG2000 (SJG-136) against canine tumours. BMC Vet Res. 2015 Aug 19;11:215. DOI:10.1186/s12917-015-0534-2
BN-2629 Preparation Products And Raw materials
Raw materials
Preparation Products
BN-2629 Suppliers
- Tel
- Fax
- 86-21-57758967
- sales@boylechem.com
- Country
- China
- ProdList
- 2922
- Advantage
- 55
- Tel
- 021-50182298 021-50180596
- Fax
- +86-21-57758967
- sales@boylechem.com
- Country
- China
- ProdList
- 2208
- Advantage
- 55
- Tel
- 86-21-60936353
- Fax
- 86-21-60936352
- Country
- China
- ProdList
- 335
- Advantage
- 58
- Tel
- 021-58950125
- Fax
- (86) 21-58955996
- info@chemexpress.com
- Country
- China
- ProdList
- 7552
- Advantage
- 61
- Tel
- sales@witofly.com
- Country
- China
- ProdList
- 2864
- Advantage
- 52
- Tel
- 16314854226
- info@bocsci.com
- Country
- United States
- ProdList
- 9923
- Advantage
- 65
- Tel
- 021-QQ：65489617 15618227136
- Fax
- 21-5161 9052
- Sales@ATKchemical.com
- Country
- China
- ProdList
- 9126
- Advantage
- 58
- Tel
- 571-89925085
- Fax
- 0086-571-89925065
- sales@amadischem.com
- Country
- China
- ProdList
- 131957
- Advantage
- 58
- Tel
- 010-60605840 18892239720
- Fax
- 010-60605840
- psaitong@jm-bio.com
- Country
- China
- ProdList
- 12306
- Advantage
- 58
- Tel
- +86 18721201413
- Fax
- +86 (21) 5775-8967
- sales@biopharmaleader.com
- Country
- China
- ProdList
- 1720
- Advantage
- 58